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The Vanished


1 Lost on Route 66: The Disappearance of Diana Hayes 6:47
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Was she the victim of foul play, an accident, or did she choose to disappear? In this episode of The Vanished, we retrace Diana’s last known movements, strange witness accounts, and the lingering mystery that has never been solved or.. was never meant to be solved.
Startup Therapy
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Nội dung được cung cấp bởi Startups.com. Tất cả nội dung podcast bao gồm các tập, đồ họa và mô tả podcast đều được Startups.com hoặc đối tác nền tảng podcast của họ tải lên và cung cấp trực tiếp. Nếu bạn cho rằng ai đó đang sử dụng tác phẩm có bản quyền của bạn mà không có sự cho phép của bạn, bạn có thể làm theo quy trình được nêu ở đây https://vi.player.fm/legal.
The "No BS" version of how startups are really built, taught by actual startup Founders who have lived through all of it. Hosts Wil Schroter and Ryan Rutan talk candidly about the intense struggles Founders face both personally and professionally as they try to turn their idea into something that will change the world.
…
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288 tập
Đánh dấu tất cả (chưa) nghe ...
Manage series 2690257
Nội dung được cung cấp bởi Startups.com. Tất cả nội dung podcast bao gồm các tập, đồ họa và mô tả podcast đều được Startups.com hoặc đối tác nền tảng podcast của họ tải lên và cung cấp trực tiếp. Nếu bạn cho rằng ai đó đang sử dụng tác phẩm có bản quyền của bạn mà không có sự cho phép của bạn, bạn có thể làm theo quy trình được nêu ở đây https://vi.player.fm/legal.
The "No BS" version of how startups are really built, taught by actual startup Founders who have lived through all of it. Hosts Wil Schroter and Ryan Rutan talk candidly about the intense struggles Founders face both personally and professionally as they try to turn their idea into something that will change the world.
…
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288 tập
Tous les épisodes
×In this episode of the Startup Therapy Podcast, Ryan Rutan and Will Schroter discuss how childhood experiences influence the entrepreneurial journey. They explore why many founders' origin stories trace back to their early years and how formative events can plant the seeds of entrepreneurship. Will shares his personal story of selling candy as a child, highlighting moments that taught him vital business skills. The conversation also delves into the importance of agency, the tools needed for entrepreneurial success, and the role of parents in nurturing a child's potential to create their own path. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for: 00:13 Exploring Founder Origin Stories 01:51 Will's Childhood Story 10:14 The Power of Agency 10:53 Teaching Kids About Agency 20:54 Personal Reflections on Agency 21:22 The Power of Agency and Optimism 22:14 Parental Protection vs. Empowerment 22:40 Real-Life Stories of Overcoming Adversity 24:40 The Magic of Agency in Hardship 26:42 Tools for Founders and Kids 27:23 Early Lessons in Entrepreneurship 34:56 The Importance of Sales Skills 42:29 Teaching Kids the Value of Agency 43:22 Join the Startups.com Community…
In this episode of Startup Therapy , Ryan Rutan and Will Schroeter challenge the startup world's focus on big exits and venture capital. They highlight the benefits of cash-flowing businesses, showing how consistent profits can lead to financial security. Using real examples, they explain how making $10K a month can be as powerful as having millions in the bank—emphasizing sustainable growth and long-term success. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for: 00:19 The Value of Consistent Cash Flow 01:23 Examples of Profitable Local Businesses 03:37 The Misconception of Startup Exits 03:49 Real-Life Stories of Successful Small Businesses 06:16 The Broken Narrative of Startup Wealth 07:26 Reevaluating Business Success Metrics 09:05 The True Value of a Profitable Business 09:38 Calculating the Financial Impact 13:20 The Reality of Business Exits 18:09 Replacement Value vs. Exit Value 19:14 The Value of Experience and Pre-existing Solutions 19:39 Cash vs. Business Value: A Deep Dive 20:21 Real-life Examples of Business Growth 23:34 Risks and Rewards of Running a Business 27:12 The Importance of Consistent Earnings 34:54 Long-term Value and Compounding Effects…
In this episode of the Startup Therapy podcast, Ryan and Will chat about how startup success isn’t always a straight path. They use Mark Cuban’s story as a prime example, showing why sticking it out for the long run is so important—because success can happen at any time in a founder’s career. They also talk about how those early small wins can build up to something bigger and why setting strict timelines for success doesn’t really make sense. At the end of the day, one big right moment in a 50-year career can be a total game-changer. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for: 00:07 The Reality of Founders' Success 02:00 Mark Cuban's Journey to Billionaire Status 06:35 The Importance of Small Wins 10:15 Financial Stability and Early Success 15:57 The Value of Consistent Small Wins 18:02 Success Doesn't Have a Timeline 18:12 When Does Success Happen? 18:20 Examples of Late Bloomers 18:45 The Myth of Early Success 19:59 The Impact of Timing 20:44 The Internet Era and Young Wealth 21:40 Outliers and Unrealistic Expectations 25:13 Consequences of Chasing Quick Success 27:28 The Value of Longevity in Business 30:02 Unexpected Success Stories 31:46 Staying in the Game 32:36 Join the Startups.com Community…
In this episode of The Startup Therapy , Ryan Rutan and Will Schroter explore the 'what if' scenarios that often preoccupy founders. Will shares personal milestones, showing how taking bigger risks shaped his journey. They discuss the hidden costs of success, the pitfalls of romanticizing alternative outcomes, and the importance of realistic risk assessment. The key takeaway? Embrace risk to avoid the regret of missed opportunities. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for: 00:07 – Reflecting on milestones and 'what ifs' 00:44 – The risks and rewards of entrepreneurship 04:00 – A hilarious temp job experience 07:34 – The reality of alternate paths 09:02 – The danger of romanticizing 'what ifs' 13:48 – The cost of success 15:29 – Building a realistic mental model 16:18 – Stop guessing and get real answers 16:26 – The cost of staying in a job you hate 17:30 – Should you stay or leave? 18:10 – The true cost of success 19:12 – The hindsight trap: romanticizing outcomes 21:56 – Learning from failure and modeling risk 22:55 – Zirtual acquisition: a case study in risk 28:47 – Surviving failure and moving forward 31:35 – Avoiding regret and embracing risk…
In this episode of the Startup Therapy Podcast , Ryan Rutan and Will Schroter dive into an interesting perspective: taking risks in entrepreneurship is actually a luxury, not the norm. They break down what it really costs to take risks, how to figure out your "minimum viable risk pool," and why having a financial cushion is key to surviving setbacks. They share personal stories from their experience at Startups.com, emphasizing the importance of cutting personal and business expenses to stretch your runway and make smarter decisions. This episode is all about helping entrepreneurs understand the financial milestones they need to hit to keep their businesses afloat—and how time plays a big role in navigating risks. This episode is packed with advice for anyone trying to manage the tricky balance of risk and reward in entrepreneurship. Tune in to learn how to take smarter risks and build a solid foundation for your business! Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for: 00:15 Why Taking Risks Is a Luxury 02:08 Balancing Personal and Business Costs 03:44 Lessons from Startups.com 05:55 Why You Need a Risk Buffer 10:25 Figuring Out the Minimum Viable Risk Pool 16:51 Financial Discipline and Budgeting 19:09 The Freedom Fund Explained 26:51 How to Survive Financial Challenges…
In this episode of the Startup Therapy Podcast, Ryan Rutan and Will Schroeter delve into the anxiety surrounding contentment in the startup ecosystem. They question the conventional wisdom that equates contentment with stagnation and probes whether startup founders should aim for contentment as a goal. Through personal anecdotes and industry examples, they explore the influence of perpetual ambition and societal expectations on entrepreneurs. They also discuss the differences between being content and being complacent and reflect on the continuous urge to chase new problems and challenges, even when previous goals have been achieved. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for: 00:44 Questioning the Need for a Business Coach 02:05 The Dilemma of Contentment vs. Ambition 04:02 Reflecting on Milestones and Contentment 07:35 The Nature of the Startup World 15:23 Anxiety as a Driving Force 20:51 The Anxiety of High Achievers 22:11 The Pressure of Success: Avicii and Pharrell 23:59 Imposter Syndrome Among Overachievers 26:21 The Elusive Goal of Contentment 29:08 Balancing Ambition and Contentment 33:29 The Trap of Endless Ambition 40:44 Finding True Satisfaction…
Ryan Rutan and Will Schroeter discuss the complexities and challenges faced by startup founders, particularly the frequent occurrence of founders being replaced by investors. The conversation delves into the motivations behind such investor decisions, the difficulties in replicating a founder's passion and vision, and the common pitfalls and consequences of these transitions. The hosts share personal anecdotes and provide insights on how to prevent these situations, handle them professionally if they arise, and maintain valuable stakeholder relationships. This episode is a must-listen for any startup founder navigating the turbulent waters of investor relations and company growth. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for: 00:25 The Downfall of Bench and Ian Crosby's Story 01:54 Investor Motivations and Founder Replacements 03:33 Understanding Investor Expectations 05:40 The Slow Burn of Founder Dismissal 08:23 The Impact of Replacing Founders 13:49 Personal Stories of Founder Replacement 16:47 The Challenges of Replacing Founders 19:26 Augmenting the Team vs. Replacing the Founder 22:01 Why Investors Push Founders Out 24:00 Navigating Earn-Out Periods in Acquisitions 24:26 The Challenge of Replacing Founders 26:43 Timing the Transition: Leadership vs. Management 29:08 The Mercenary CEO: Pros and Cons 35:31 Investor Expectations and Founder Realities 42:19 Handling Founder Exits Professionally…
In this episode Ryan and Will delve into the intense pressures faced by founders from investors, peers, and the startup community. They discuss how these external expectations often drive founders to pursue goals misaligned with their personal beliefs and values. The conversation explores how unchecked expectations can lead to burnout and misguided efforts. They share insights on the importance of auditing and resetting personal and business expectations to ensure they align with one's true goals and values. The hosts also highlight the dangers of comparing oneself to other founders or industry giants, and emphasize the significance of building a business that meets personal fulfillment rather than external benchmarks. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/st... Website https://www.startups.com/begin LinkedIn / startups-co Join our Network of Top Founders Wil Schroter / wilschroter Ryan Rutan / ryan-rutan What to listen for: 00:32 The Source of Pressure and Expectations 03:32 Investor Expectations and Their Impact 04:05 Personal Story: Missing Investor Expectations 05:44 The Reality of Investor Expectations 10:15 Comparing Yourself to Other Founders 17:45 The Peer Comparison Trap 18:06 Personal Journey: From Poverty to Success 20:01 The Futility of Social Media Comparisons 23:07 Tying Success to Self-Worth 28:20 The Illusion of Goals and Success 31:53 Reevaluating Startup Expectations 36:43 Conclusion: Building What Matters to You…
Ryan and Will discuss the omnipresent challenges that come with running a startup. They delve into the perpetual 'shit storm' that founders face and share practical advice on how to keep moving forward even when everything feels like it's falling apart. Key points include regaining perspective, converting anxiety into actionable tasks, breaking down large goals into manageable micro-goals, and finding healthy obsessions to channel stress. They emphasize the importance of maintaining a positive outlook, not just for personal sanity but for the wellbeing of the entire team, and share personal anecdotes and strategies that have helped them through their toughest times. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/st... Website https://www.startups.com/begin LinkedIn / startups-co Join our Network of Top Founders Wil Schroter / wilschroter Ryan Rutan / ryan-rutan What to listen for: 00:07 The Perpetual Shit Storm of Startups 01:01 Practical Advice for Founders in Crisis 02:10 Regaining Perspective During Tough Times 05:08 Personal Stories of Overcoming Challenges 15:29 The Importance of Taking Action 20:41 Managing Anxiety with Side Tasks 21:58 The Power of Micro Goals 23:37 Breaking Down Big Tasks 26:29 The Importance of Focus 32:07 Finding Healthy Obsessions 41:08 Building Momentum with Small Wins 43:14 Join the Startups.com Community…

1 Are Investors Trying to Push Us a Cliff? 20:06
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In this episode of the Startup Therapy Podcast, Ryan and Will delve into the often misunderstood motivations of venture capitalists. They discuss why investors push startups to grow rapidly, the pressures VCs face to deliver returns within a specific timeframe, and the fundamental differences between the stakes for founders and investors. The episode uncovers the reasons behind the 'push you off a cliff' approach, the impact of the 2 and 20 model on VC behavior, and the importance of understanding these dynamics to better navigate the startup journey. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/st... Website https://www.startups.com/begin LinkedIn / startups-co Join our Network of Top Founders Wil Schroter / wilschroter Ryan Rutan / ryan-rutan What to listen for: 00:11 Understanding Investor Motivations 01:12 The VC Time Crunch 03:57 Profit vs. Growth: A VC Perspective 13:25 The Reality of VC Salaries 16:29 Founders vs. Investors: Different Stakes 19:00 Conclusion: Aligning Goals with Investors…

1 What Previously Funded Founders Do Differently 33:21
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In this episode of the Startup Therapy Podcast, Ryan and Will discuss the daunting realities of raising capital for startups. By sharing insights and experiences from both first-time and repeat founders, they delve into the recurring theme of regret found amongst entrepreneurs who've gone through the funding process. Topics include the hidden costs of raising money, the pitfalls of losing focus, and the challenges of working with investors. The hosts offer practical advice on when to raise funds, how to mitigate the risks of distraction, and the importance of being selective and strategic about bringing investors on board. Whether you're gearing up for your first round of fundraising or re-evaluating your approach, this episode provides valuable lessons to help navigate the complex landscape of startup financing. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/st... Website https://www.startups.com/begin LinkedIn / startups-co Join our Network of Top Founders Wil Schroter / wilschroter Ryan Rutan / ryan-rutan What to listen for: 00:14 The Reality of Raising Funds 00:38 Founders' Regrets and Reflections 02:15 The Perils of Not Getting Paid 04:22 Understanding Founder Compensation 11:04 Strategies for Better Compensation 13:24 Challenges with Profitable Companies 15:02 The Pressure to Grow or Bust 15:16 The Dilemma of Raising Too Early 15:47 The Vulnerability of Early Stages 16:22 The Importance of Timing in Fundraising 16:56 The Pitfalls of Early Funding 17:28 The Distraction of Fundraising 20:34 The Impact of Investor Expectations 28:23 The Challenge of Having a New Boss 31:50 Key Takeaways and Final Thoughts…

1 Are Startups Easier for Experienced Founders? 33:01
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In this episode of the Startup Therapy Podcast, Ryan and Will debunk the myth that each startup venture becomes progressively easier with experience. They explore the truths and fallacies surrounding repeat entrepreneurship, sharing personal anecdotes and insights from their extensive history of building and acquiring startups. Discussing expectation management, the double-edged sword of experience, and the harsh realities of repeating past mistakes, Ryan and Will emphasize that while experience offers certain advantages, it does not guarantee success in new ventures. They also highlight the emotional resilience required to endure the cyclical nature of startup challenges and the ever-present difficulties of achieving product-market fit and successful marketing, regardless of prior victories. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/st... Website https://www.startups.com/begin LinkedIn / startups-co Join our Network of Top Founders Wil Schroter / wilschroter Ryan Rutan / ryan-rutan What to listen for: 00:15 Debunking the Myth of Easier Startups 01:27 The Double-Edged Sword of Experience 02:32 Drawing from Multiple Experience Buckets 05:15 Expectation Management in Startups 09:39 Avoiding Duplicate Mistakes 13:01 Raising Capital: Lessons Learned 15:16 The Value of Experience in Decision Making 17:07 The Reality of Investor Promises 17:17 Understanding People: A Founder's Key Skill 18:38 Emotional Maturity in Leadership 20:00 Challenges That Never Get Easier 21:57 The Ever-Changing Landscape of Product Market Fit 25:39 Marketing Struggles for Experienced Founders 27:40 The Pain of Failure: It Never Gets Easier 31:30 The Value of Experience and the Role of Luck 32:38 Join the Startups.com Community…
Ryan Rutan and Will Schroter explore the intricate and often misunderstood relationship between founders and their startups. They tackle the question of whether the founder works for the startup or vice versa, challenging common perceptions shaped by societal views and political discourse. The hosts discuss the unspoken 'contract' entrepreneurs form with themselves, the inevitable trade-offs of startup leadership, and the sacrifices founders make for their companies. They emphasize the emotional and financial tolls on founders, the discrepancies in founder-employee dynamics, and the need for startups to stay aligned with the founder's original mission. This episode stresses the importance of maintaining control and balancing personal goals with the demands of the startup ecosystem. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/st... Website https://www.startups.com/begin LinkedIn / startups-co Join our Network of Top Founders Wil Schroter / wilschroter Ryan Rutan / ryan-rutan What to listen for 00:35 The Founder vs. Startup Dilemma 00:51 Political and Economic Perspectives 01:40 The Reality of Founders' Lives 03:00 The Initial Contract of Founders 05:11 The Shift in Founders' Roles 06:15 The Permanent Struggle of Founders 07:43 Revisiting the Founders' Goals 10:34 The Reality Check 15:30 The Investor's Impact 15:44 The New Boss: Investors and Liabilities 16:49 The Pain of Payroll: Sacrificing Founder Salaries 19:10 Credit Cards and Cash Flow: Desperate Measures 21:20 The Founder’s Dilemma: Sacrifice and Equity 23:42 The Reality of Startup Success: Rare and Elusive 28:28 The Emotional Toll: Identity and Relationships 31:49 Conclusion: Building a Startup That Works for You…
In this episode of the Startup Therapy Podcast, Ryan Rutan and Will Schroter explore the vital importance of maintaining a startup's foundational 'why' – the core reason for its existence. They discuss the excitement and clarity that founders experience in the early stages, the operational challenges that can cause them to lose sight of their mission over time, and practical strategies for rekindling that original passion. Through personal anecdotes and examples of companies like Apple and Google, the hosts underscore how minor compromises can erode a company's core mission. They emphasize the need for founders to continuously revisit and reinforce their original motivations to ensure sustained passion and purpose. Listeners will gain insights on recognizing when they've deviated from their vision, the benefits of realigning with the 'why', and actionable steps to recenter their focus, all while maintaining clarity and engagement within their teams. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/st... Website https://www.startups.com/begin LinkedIn / startups-co Join our Network of Top Founders Wil Schroter / wilschroter Ryan Rutan / ryan-rutan What to listen for 00:29 The Importance of 'Why' in Startups 03:17 Losing Sight of the 'Why' 05:24 Diagnosing the Loss of 'Why' 09:21 The Impact of Compromises 15:56 Tiny Compromises Lead to Major Changes 18:48 The Slippery Slope of Compromises 19:50 Losing Sight of the 'Why' 20:50 Rediscovering the Purpose 22:12 The Importance of Remembering the 'Why' 24:30 Practical Steps to Reconnect with the 'Why' 30:55 Identifying and Correcting Misalignments 35:36 The Constant Battle to Maintain the 'Why'…

1 How We Secretly Lose Control of Our Startups 37:28
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In this episode of the Startup Therapy Podcast, Ryan and Will discuss the complex dynamics of maintaining control in a startup. They explore the misconception that not having investors means maintaining control and highlight the various ways founders inadvertently lose control—from customers, co-founders to their own staff. They delve into the idea that control is a currency spent for growth and emphasize the importance of understanding and strategically managing the areas founders are willing or unwilling to cede control over. They reveal how seemingly routine decisions can lead to significant shifts in control, urging startup founders to be proactive in understanding and negotiating these exchanges. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/st... Website https://www.startups.com/begin LinkedIn / startups-co Join our Network of Top Founders Wil Schroter / wilschroter Ryan Rutan…

1 Should Kids Follow in our Founder Footsteps? 36:25
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In this episode of the Startup Therapy Podcast, Ryan and Will explore the complexities of encouraging their children to become entrepreneurs. With nearly 300 episodes discussing the founder's journey, they delve into whether they'd want their kids to follow the same path. They recount personal experiences, weigh the pros and cons, and discuss the importance of allowing their children to make their own decisions. The episode emphasizes providing the tools and support to foster independent choices rather than directing them towards entrepreneurship. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for 00:00 Introduction: The Founder’s Dilemma 00:55 A Proud Yet Conflicted Parent 02:27 The Value of Experience 05:03 Balancing Passion and Practicality 08:10 Nurture vs. Nature in Entrepreneurship 09:59 The Role of Education and Constraints 16:21 The Reality of Entrepreneurship 18:56 Reflecting on Founders' Struggles 19:39 Balancing Optimism and Realism in Entrepreneurship 19:59 The Timeless Nature of Startup Challenges 21:31 Empathy and the Reality of Startup Therapy 23:10 The Impact of Parental Influence on Career Choices 25:23 Encouraging Authenticity in Children's Career Paths 30:12 Empowering Kids to Make Their Own Decisions 35:07 Final Thoughts on Raising Future Founders…
In this episode of the Startup Therapy Podcast, hosts Ryan Rutan and Will Schroter discuss the evolving landscape of entry-level hiring for startups. They dive into why U.S. college graduates have fallen to the fourth pick for entry-level positions, overtaken by AI, global talent, and experienced young professionals who leverage new tools and platforms to gain relevant skills. They explore the benefits of each hiring option, debunk common misconceptions about global talent, and outline how these changes empower startups to make smarter, more economical hiring decisions. The discussion offers valuable insights for startup founders navigating the challenges of building efficient teams under tight budgets. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for 00:00 Introduction: The Changing Landscape of Entry-Level Talent 01:26 The Rise of AI in Startups 03:48 Global Talent: A New Frontier 07:30 Young and Hungry: The New Entry-Level 10:19 Challenges and Opportunities for College Grads 15:57 Resource Allocation in Startups 24:06 Stop Guessing and Get the Answers 24:16 The Global Talent Pool Advantage 25:15 Quality Concerns and Misconceptions 27:21 Parallel Validation in Startups 32:51 The Rise of Young and Hungry Talent 35:51 Evolving Job Market Expectations 39:50 The Changing Landscape of Hiring 45:20 Conclusion: Embrace the New Opportunities…
In this episode of the Startup Therapy Podcast, Ryan and Will discuss the challenges of managing early-stage startup teams, particularly the high likelihood of turnover and the risks of handing out equity prematurely. They talk about the emotional toll of losing key team members and offer practical advice on creating vesting schedules and setting realistic expectations to safeguard against these common pitfalls. The conversation also touches on the dynamics of initial hires, the importance of flexibility, and the need to balance passion with practical considerations in team building. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for 00:00 Introduction to Startup Challenges 00:09 The Reality of Early Startup Teams 01:25 Startup Weekend Insights 02:38 The First Love Analogy 03:44 The Commitment Dilemma 04:24 Life Happens: Unplanned Disruptions 12:02 The Fragility of Equity-Based Compensation 13:45 Long-Term Team Dynamics 15:32 Understanding the Nature of Turnover 17:44 The Emotional Impact of Employee Departure 18:52 The Reality of Passion and Commitment 27:20 Equity Distribution and Vesting Schedules 31:50 Preparing for Inevitable Change…
In this episode of the Startup Therapy Podcast, hosts Ryan Rutan and Will Schroter delve into the sacrifices that come with building startup companies. They explore the dangerous ambiguity of not having specific goals and timelines, using personal anecdotes to illustrate the costly trade-offs. Will reflects on his milestone birthday and the realization that 'later' never seems to arrive, sparking a discussion about the true worth of deferred happiness and success. The conversation underscores the importance of quantifying goals and ensuring that sacrifices made today lead to genuinely rewarding outcomes. They emphasize that the journey must be carefully balanced with immediate gratification to avoid a future riddled with regret. Through vivid storytelling, they highlight the crucial lessons for founders on how to navigate the complex landscape of ambition, sacrifice, and personal fulfillment. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for 00:21 The Danger of Vague Goals 00:57 Personal Reflections on Sacrifice 02:16 Quantifying Sacrifices and Rewards 04:03 The Reality of Sacrifice 05:27 Anecdotes of Sacrifice 15:08 The Moment of Truth 18:04 The Grand Experiment in Beverly Hills 18:36 The Struggles of Finding a Home in LA 19:07 Realizing the Cost of Living in Bel Air 20:34 Questioning the Move: A Moment of Clarity 23:10 The Decision to Return to Columbus 23:21 Reflecting on Sacrifices and Rewards 25:42 The Founder's Paradox: Happiness vs. Sacrifice 28:31 The Reality of Achieving Success 35:27 Balancing Sacrifice and Returns…

1 What's my Startup Worth in an Acquisition? 40:35
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In this episode of the Startup Therapy Podcast, Ryan Rutan and Startups.com founder Will Schroter discuss the unrealistic expectations that many startup founders have when it comes to selling their business. They detail the common pitfalls and misconceptions about startup valuation, the differences between raising capital and selling, the realities of private equity, and the dangers of deferred compensation. With insights from their own experiences of buying and selling companies, Ryan and Will provide a candid look at how to navigate the tricky world of startup acquisitions and set more realistic expectations for exit strategies. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for 00:00 Introduction to Startup Acquisitions 00:16 Realistic Expectations in Business Sales 01:09 Understanding the Acquisition Process 01:37 Our Acquisition Experience 02:29 Challenges in Closing Deals 04:31 The Importance of Direct Communication 07:08 The White Knight Fallacy 13:07 Investor Expectations vs. Reality 20:35 The Figma Acquisition: A Case Study 21:12 Understanding Market Leadership and Valuation 21:44 The Reality of Acquisition Multiples 24:53 The Spectrum of Potential Buyers 26:07 Private Equity: The Predatory Buyer 28:32 The Harsh Truths of Selling a Startup 32:53 Cash vs. Deferred Compensation 39:15 Managing Expectations in Startup Exits…
In this episode of the Startup Therapy Podcast, Ryan Rutan and Will Schroter discuss the often overlooked costs of ambition in the startup world. They explore how ambition, while necessary for building innovative companies, can become a debilitating force, leading to severe health issues, strained relationships, and emotional burnout. Using personal anecdotes and analogies, they emphasize the importance of recognizing the tipping point where ambition becomes more detrimental than beneficial, and advocate for a balanced approach to sustain long-term personal and professional health. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for 00:00 Introduction to Ambition in the Startup World 00:30 The Double-Edged Sword of Ambition 01:27 The Escalating Costs of Ambition 02:18 Ambition's Impact on Founders' Lives 05:22 Personal Stories of Ambition and Sacrifice 12:52 The Cultural Reward of Sacrifice 16:16 Understanding Technical Debt and Burnout 16:58 The Hidden Costs of Ambition 17:06 Financial Struggles and Early Warning Signs 18:20 Impact on Relationships 20:40 Mental Well-being and Isolation 23:55 The Ultimate Price: Physical Health 27:12 A Rational Perspective on Work-Life Balance 28:46 Final Thoughts and Advice…
In this episode we discuss the current state of the startup ecosystem, which they describe as a 'silent recession.' Despite economic indicators suggesting otherwise, many startup founders are struggling with reduced capital flow and stagnating customer acquisition. The episode delves into the effects of the economic downturn on startups, the impact of investor behavior, and the historical context leading up to the current situation. Ryan and Will emphasize the importance of resetting expectations, adopting a survival mindset, and making tough decisions to ensure longevity in this challenging environment. While this period is difficult, there is always light at the end of the tunnel for those who can weather the storm. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to Listen For 00:08 The Silent Recession in Startup Land 00:38 The Reality of Founders' Struggles 02:25 Economic Indicators vs. Founders' Experiences 04:39 The COVID-19 Economic Magic Trick 06:03 The Shift in Startup Funding Dynamics 11:15 The Onset of Economic Challenges 12:20 The Impact on Startup Operations 16:14 VCs Halt Investments 16:50 Impact on Startups 17:35 IPO Implosions 18:20 VCs' Strategic Pause 19:56 The Domino Effect 22:56 Navigating the Downturn 27:39 Survival Strategies 31:37 Looking Ahead 33:07 Join the Startups.com Community…
In this episode of the Startup Therapy Podcast, Ryan Rutan and Will Schroeder navigate the complexities founders face regarding success and societal scrutiny. They delve into the common critiques founders encounter about their profits and perceived entitlement while emphasizing that success should be celebrated not vilified. The conversation provides a detailed look at the multiple layers of taxation startups endure and the misconceptions surrounding founder wealth. They also highlight the emotional toll and risk involved in building a startup, offering insights into the importance of supporting founders and normalizing success. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for: 00:00 Introduction to the Startup Therapy Podcast 00:46 The Stigma of Founders' Success 04:47 The Burden of Taxes on Founders 13:55 The Lack of Support During Failure 16:06 Reflecting on College Days and Financial Struggles 16:25 The Reality of Startup Life 17:25 Deserving Success and the Guilt Complex 18:50 Comparing Founders to Other Professions 21:36 The Value of Innovation and Hard Work 25:36 Addressing Income Inequality and Fairness 28:42 Encouraging Charitable Giving and Community Support 30:12 Join the Startups.com Community…

1 The Utter STUPIDITY of "Risking it All" 21:31
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In this episode we discuss the myth of the 'bet it all' startup mentality. They highlight the importance of downside risk planning and how successful risk management plays a crucial role in startup success Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to listen for: 00:00 Introduction to Startup Therapy 00:28 The Myth of Betting It All 01:36 The Reality of Downside Protection 06:18 Case Study: The Zirtual Acquisition 11:24 The Importance of Backup Plans 18:58 Conclusion and Final Thoughts…
In this episode of the Startup Therapy Podcast, we discuss the common struggles of making money in the startup world. They explore the 'noble' but flawed narrative that founders shouldn't pay themselves, why aiming too big too soon can prevent profitability, and the cycle of raising funding that often leaves founders broke. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to Listen For 00:00 Introduction to Startup Therapy 00:23 The Broken Narrative of Not Getting Paid 02:35 Self-Sabotage and Going Too Big 04:08 The Funding Trap 05:41 The Harsh Realities of Raising Money 12:07 The Never-Ending Hunger of Startups 14:36 Reinvesting in Growth 15:06 The Reality of Increased Liabilities 15:59 The Fear of Taking Money Off the Table 17:00 The Importance of Paying Yourself 18:14 Balancing Profit Sharing and Salaries 19:07 The Misconception of Startup Growth 21:13 The Dangers of Not Taking Money Off the Table 26:09 Common Sense in Startup Land 27:08 Conclusion: Get Paid Now…

1 Investors will be Obsolete, The End of Venture Capital 47:10
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In this episode, we discuss the potential obsolescence of venture capital due to advancements in AI technology. We explore how reduced startup costs and increased efficiency might reshape the future of funding in the startup ecosystem. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to Listen For 00:00 Image a World Without Investors 02:16 The Rise of AI and Its Impact 03:01 Cost Reduction in Startups 06:05 The Future of Staffing and Marketing 08:37 Automation in Back Office Operations 13:04 The Changing Role of Investors 24:21 The Reality of VC Advice 27:57 The Future of Capital Needs 31:22 AI's Impact on Investment 34:40 Reimagining Investment Models 40:20 The Democratization of Startups…
The Irreplaceable Founder. Ryan Rutan and Will Schroter discuss the irreplaceable role of founders in startups. They explore why removing a founder often leads to failure, the unique value and vision founders bring, and the difference between operational tasks and the founder's core contributions. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to Listen For 00:00 Founder’s Role in a Startup 01:16 Challenges of Replacing a Founder 03:04 Founder’s Vision 05:43 Founder’s Passion 07:02 Founder’s Decisions 09:17 The Unique Value of Founders 20:06 Sales Process and Financials 22:49 Management by Walking Around 25:28 Risk Tolerance in Founders vs. Hired CEOs 33:07 Challenges of Replacing a Founder 37:54 Join the Startups.com Community…
In this episode of the Startup Therapy Podcast, Ryan Rutan (CMO at Startups.com) and Wil Schroter (CEO at Startups.com) discuss the importance of saying yes to growth opportunities that startups have not previously tried. They emphasize that startups thrive by committing to new challenges, even if the path isn't immediately clear, and how this willingness to stretch can affect interactions with customers, investors, and staff. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/…

1 This is WHY More Money Means MORE Problems 31:01
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Why sometimes, less is more? Ryan Rutan and Will Schroeder discuss the misconception that reaching revenue milestones in startups will solve all problems. Explore how each milestone brings new challenges, why growing liabilities can be riskier than anticipated and the importance of balancing growth with stability. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to Listen For 00:00 The Illusion of Milestones 02:46 Scaling Challenges 05:33 Weight of Responsibilities 13:37 New Nodes of Problems 16:21 The Reality of Scaling a Team 20:05 The Myth of Effortless Wealth 22:59 The Importance of Sustainable Growth 26:20 The Pitfalls of Chasing High Valuations 28:22 Setting Realistic Business Goals 30:24 How to Enjoy Your Business…

1 Committees are Where Progress Goes to Die 29:28
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In this episode of the Startup Therapy Podcast, we discuss the inefficiencies and dangers of making decisions by committee. Why committees often fail and why founders should avoid relying on them for critical decisions. Tune in to learn why decisive, individual leadership is key to startup success. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to Listen For 00:00 Intro 01:34 The reality of committee decision-making 07:06 The problem with collective accountability 11:38 The downside of inclusive decision-making 15:38 The myth of the best decision 17:46 The importance of accountability 23:04 The danger of removing consequences 28:27 Leadership is about making the tough decisions…
In this episode of the Startup Therapy Podcast, we talk about equity distribution in startups. Explore the psychological traps of seeking validation, the dangers of making hasty decisions when most vulnerable, and offer practical advice on how to navigate these challenges. Tune in to learn why patience and cautious decision-making are key to safeguarding the future value of your company. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to Listen For 00:00 Intro 01:00 The Vulnerability of Early-Stage Founders 06:45 Evaluating Potential Co-Founders 07:55 The Risk of Overpaying for Talent 13:38 Milestones and Deliverables 17:00 Vulnerability in Decision Making 18:27 The True Cost of Equity 24:09 The Fallacy of Immediate Gratification 28:34 Why Wait and Evaluate…

1 Why Do 99% of Founders Suck at Asking for Help? 29:42
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In this insightful episode of the Startup Therapy Podcast, Ryan Rutan and Wil Schroter discuss the importance of asking questions as a startup founder.Why founders often hesitate to seek advice, the untapped wealth of knowledge available? You will find tips on how to develop the muscle for asking the right questions — founders do not need to reinvent the wheel. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/…

1 The Value of Actually Getting Paid (Avoid This Big Danger) 34:28
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In this episode of the Startup Therapy Podcast, Ryan Rutan and Wil Schroter, discuss the misconception that startup founders are incredibly wealthy on paper, while in reality, many struggle with personal financial stability. See the importance of paying yourself regularly, even when building a high-potential startup. Consistently getting paid, no matter how small, is crucial to long-term success and personal well-being. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/…

1 Will Investors Bail Me Out? Brutal Truth About Startup Investments 31:29
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In this episode of the Startup Therapy Podcast, hosts Ryan Rutan and Wil Schroter talk about sacrifices founders make — accumulating debt and foregone salaries, with the expectation of being reimbursed. They discuss how founders commonly believe that future investments will pay back their personal financial commitments. They emphasize that the only real chances of getting 'paid back' are through a company sale or profit distributions. They put a light on the tough lessons learned through their own experiences and those of others in the startup world. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/…

1 Is the problem the Player or the Coach? Team Building Hacks 35:10
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In this episode of the Startup Therapy Podcast, hosts Ryan Rutan and Wil Schroter delve into evaluating startup team and management performance. Find out the importance of constant evaluation, highlighting the significance of both recognizing the need for improvement and taking actionable steps towards building a higher quality team. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/…

1 Do people really want me to succeed? Founders vs World 37:14
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In this episode of the Startup Therapy Podcast, hosts Ryan Rutan and Wil Schroter explore the harsh reality of seeking support as a founder. Surprising, limited number of people who genuinely want to see a founder succeed. You will hear about receiving superficial praise, the impact of social media on perception, and the psychological reasons behind others' reactions to success — the envy even among those closest to the founder. Don't walk this narrow road alone, get support from your peers in founder groups at: https://www.startups.com/begin Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/…

1 You only THINK you work HARD — The Hard Work Illusion 31:38
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In this episode of the Startup Therapy podcast, hosts Ryan Rutan and Wil Schroter talk about the common misconception around 'working hard' within startups. They question the measurement of hard work, arguing that effort does not necessarily equate to progress or beneficial outcomes. The need for clear benchmarks within organizations to truly reward and recognize valuable contributions. Additionally, they challenge the notion of what constitutes as 'hard work' and the danger of equating all effort with success, proposing a more nuanced understanding that could lead to more effective and rewarding startup cultures. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to Listen For 00:17 The Misconception of Hard Work in Startup Culture 02:49 Real Value of Hard Work in Startups 04:29 The Effort vs. Progress Dilemma 06:40 Effort, Progress, and Reward 10:22 Learning from Effort and Reward 15:46 The Misconception of Effort vs. Outcome 17:36 Setting Expectations Across Management Levels 19:30 The Importance of Measurable Outcomes 28:31 Setting the Right Expectations and Rewards…

1 SMALL is the New Big - Embracing Efficiency in the Age of AI 38:59
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In this episode of the Startup Therapy Podcast, hosts Ryan Rutan and Wil Schroter discuss the evolution of startups from the emphasis on scaling and headcount to prioritizing efficiency and output, largely due to advancements in AI. The challenges of the past, such as massive payrolls, investor dependency, and expensive infrastructures highlighting the opportunities AI technologies present for startups. The conversation covers the changing landscape where small operations can achieve significant impact without the traditional costs, through examples like remote work, AI-driven efficiencies, and low-cost internet companies. They advocate for a shift in mindset where success isn't measured by headcount or office size, but by the value created with minimal resources. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/community/startup-therapy Website https://www.startups.com/begin LinkedIn https://www.linkedin.com/company/startups-co/ Join our Network of Top Founders Wil Schroter https://www.linkedin.com/in/wilschroter/ Ryan Rutan https://www.linkedin.com/in/ryan-rutan/ What to Listen For 00:00 The Evolution of Startups: From Headcount to Efficiency 01:29 AI and the Future of Work: A New Paradigm 05:14 The Unprecedented Scale and Speed of AI Adoption 07:14 AI's Impact on Staffing and Efficiency 09:39 The Ethical Debate: AI and Job Creation vs. Job Displacement 13:17 AI's Role in Democratizing Entrepreneurship 16:00 Historical Shifts in Startup Dynamics: From Match.com to AI 18:41 The Evolution of Startup Funding 19:33 The Dramatic Shift in Startup Economics 20:42 The Rise of Bootstrapping and Ownership Retention 21:24 Case Study: Plenty of Fish's Revolutionary Approach 24:32 The Future of Startup Costs and Ownership 31:55 Embracing Efficiency and Impact in Startups 33:48 A New Era of Startup Valuation and Efficiency…

1 This is BOOTSTRAPPED - 3 Strategies to Build Your Startup Without Funding 53:24
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In this episode of the startup therapy podcast, Ryan Rutan and Wil Schroter delve into bootstrapping a startup. They address common misconceptions about funding, emphasizing the importance of making do with what you have and prioritizing what's truly necessary for business growth. The conversation covers practical ways to manage expenses without external funding, including strategies for hiring, marketing, and managing operational costs through discipline and creative solutions. The hosts share personal experience on how to navigate the challenges of bootstrapping, highlighting the importance of being resourceful, making money to spend money, and avoiding typical startup traps. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://groups.startups.com/ Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan 00:00 Welcome to Startup Therapy 00:08 The Realities of Bootstrapping 01:35 Navigating the Bootstrapping Journey 04:50 Mastering the Art of Compensation in Bootstrapping 22:00 Innovative Marketing on a Shoestring Budget 26:50 Leveraging Vendor Terms and Historical Examples 28:18 The Power of Deferred Payments in Business Growth 33:20 Strategic Use of Credit Cards for Business Expenses 42:20 The Path to Efficient Startup Growth…
In this episode of the Startup Therapy Podcast, Ryan Rutan and Wil Schroter discuss the complexities of handling feedback from investors, emphasizing the critical need for founders to properly qualify and assess the advice they receive. They highlight the dangers of acting on feedback without considering its relevance, potential bias, and the investor's qualifications. The discussion covers the spectrum of investor types, from well-meaning but inexperienced individuals to top-tier venture capitalists, and the importance of understanding the context and motivation behind their advice. You will find how to advocate for a balanced approach that involves questioning, verifying, and thoughtfully considering advice before taking action. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://groups.startups.com/ Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan…

1 $10K Per Month isn't Just Revenue. It's Life Support 31:52
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In today's Startup Therapy Podcast, Wil and Ryan talks about why earning atleast $10,000 per month is one of the most important milestones in your startup career. They stress the need to do whatever it takes to keep your business alive. Hitting this milestone gives you room to handle setbacks and shows that you're making real progress. Tune in for tips on managing startup finances and staying resilient in the ever-changing business world. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:08 The most important milestones in your business 06:20 Everybody’s number is different 10:27 The existential costs of both a business and its founders 12:28 Do whatever it takes to reach the basic milestone 16:12 Your startups should survive restarts 19:50 The importance of having a backstop 24:45 Maybe it’s not your year 26:05 Finding value in small milestones…

1 Why Do VCs Keep Giving "failed" Founders Money? 33:42
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In today's Startup Therapy Podcast, Wil and Ryan talks about why investors choose to invest on “failed” founders. They debunk the myth that failure marks the end of a founder's journey and shows why giving people a second chance is the best investment. Tune in as they explore the investor mindset, focusing on why they prefer to invest in founders who have shown they can bounce back and learn from failure, ultimately changing how we think about startup success. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:03 Why giving people a second chance is the best investment 02:29 Redefining failure 04:59 “One failure doesn’t make the person a failure…” 09:30 If you’re making mistakes, you’re also learning 10:05 Spotlight on failure 13:59 The value of experience 16:49 Before the failure, there was a success 20:33 Trust and familiarity in investor-founder relationships 23:21 Challenge of investor decision-making 27:14 Focusing on building relationships 30:42 Investing in the founder’s mindset rather than ideas…
In today's Startup Therapy Podcast, Wil and Ryan talks about the importance of generating revenue and being willing to do whatever it takes to move a startup forward. They discuss why it's crucial for entrepreneurs to prioritize generating income and share insights on how to overcome challenges in achieving financial sustainability. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:18 Difference between good and bad revenue 01:34 Unexpected opportunities 05:22 Prioritizing cash flow in the startup journey 08:43 The importance of runway 11:43 Focusing on startup survival 13:31 Reality of startup timelines 15:00 Why surviving matters more than speed 17:03 Overcoming self-imposed barriers 18:53 The value of paid product discovery 22:00 Learning through services 24:18 Building MVPs that truly deliver value 26:10 How side gigs can propel your startup forward 30:36 Sacrifice and success 35:13 Willingness x Hard Work = Cash…
In today's Startup Therapy Podcast, Wil and Ryan talks about the hidden treasure of failed startups. From redefining valuation to creative acquisition strategies, they share insights on salvaging value from adversity. Tune in as they uncover the secrets to success amidst startup wreckage. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:42 What happens when venture-funded companies falter 06:11 Rethinking asset value 07:19 Recognizing when to pivot or let go 09:48 Business value vs. Venture value 10:52 True motivations behind exits 13:26 Disconnect between opex and value 15:57 Realities of startup valuation 18:59 Transforming nuisance assets into opportunity 21:08 Ownership and acquisition 22:27 Reclaiming startup assets 25:44 Startup value reset 29:56 Finding value in failed startups…

1 My Competitors Just Raised Funds - Am I Screwed? 36:25
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In today's Startup Therapy Podcast, Wil and Ryan talks about what happens if your competitor got funded. Join as they discuss the common concern of competitors securing funds and share valuable perspectives on why this might not be a cause for panic. They highlight the importance of maintaining focus, strategic planning, and turning the situation into an opportunity for your startup's success. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:20 What happens when your competitor gets funded 04:15 Is fundraising all glitz and glamor? 06:08 The pitfalls after getting funded 10:20 Crowdfunding: Hype vs. Reality 12:49 When Iivestors become your customer 14:56 You now need to raise more money 18:08 When focus shifts from profit to preferences 25:38 The hidden costs of funding 30:04 How founders see beyond competitor funding 32:11 How to stay focused…

1 Can Having Zero Experience Be a Huge Asset? 33:53
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In today's Startup Therapy Podcast, Wil and Ryan explore whether lacking prior experience can be a game-changer for startup founders. Having zero experience means you're new to something, and surprisingly, that can be a good thing. It brings a fresh perspective and adaptability. But for startup founders, could a lack of experience help you succeed or fail? Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:09 Is experience an asset? 03:19 The bias of experience 08:17 Balancing Experience and the Unknown 11:45 Why not? 12:50 Stop using someone else’s experience 19:11 Other people’s path is not yours 20:14 The best innovations are micro-innovations 21:47 Be too dumb to fail 26:09 Know what you know and don’t know 30:02 Just knowing the basics…

1 What If I Build a Startup That Just Makes Money? 31:19
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In today's Startup Therapy Podcast, Wil and Ryan talks about whether a founder should focus on building a startup that just makes money. Ever thought about ditching the whole fundraising craze and simply building a startup that puts money in your pocket? Join Wil and Ryan as they navigate the path less traveled, exploring the freedom and sustainability that comes with creating a startup designed to consistently generate profits. It's not just about surviving in the business jungle, it's about thriving on your terms. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:08 The end of the fundraising era 04:14 Building success without venture funding 07:09 Trading freedom for growth 09:05 True value of incremental business growth 10:14 How bootstrapped businesses create sustainable wealth 14:54 Returning to the fundamental principles of business 16:18 Always have a plan B 19:22 Small wins add up 23:32 Founders need to play defense 25:58 Profits over hype…
In today's Startup Therapy Podcast, Wil and Ryan discuss how you can get rockstar advisors for your startup. Discover the common mistakes people make when they are getting people to be their advisors and what are the best strategies for asking them to be your advisor. Don’t miss out and find out if your startup needs an advisor or do you just need an advice? Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:53 What is NOT an advisor 03:32 Advisors don’t want to spend a lot of time with you 04:59 The common mistakes people do when recruiting advisors 07:06 Don’t sell your soul for a moment in time 08:01 Just be willing to ask 11:41 Other people don’t know your “rockstars” 14:25 Possible reasons why they are advising you 17:46 How to ask someone to be your advisor? 24:51 The limitations to an advisor’s knowledge 29:31 Advisors beyond social validation 32:58 Getting an advisor is a give and get 39:31 What’s holding you back to ask?…
In today's Startup Therapy Podcast, Wil and Ryan discuss whether you should get a steady paycheck or start your own startup. Choosing between a regular job and starting your own business is a big decision many face. Working a steady job offers security and a predictable income, while launching a startup is all about taking risks and creating something from scratch. Join them as they unpack the realities behind these choices, providing insights that could reshape your career perspective. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:23 Should you get a job or start a business? 03:43 Age matters 13:15 Soul vs. Salary 20:03 How much downside can you take? 22:11 Realistic probabilities of success 28:10 Three types of career choices 33:45 Risk, goals, and financial realities…

1 Founders Need a Steady Hand in the Storm 37:39
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In today's Startup Therapy Podcast, Wil and Ryan discuss the idea of managing chaos as a founder. Keeping a startup on track is like steering a ship through rough waters. Founders must stay calm and focused amid the chaos, juggling priorities and tackling problems as they arise. It's about staying cool under pressure, sorting out what matters most, and finding opportunities in the midst of the storm. Ultimately, a founder's ability to handle the daily whirlwind defines their success in the unpredictable world of entrepreneurship. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:56 How do you manage the chaos of being a founder? 01:43 The first step to managing chaos is accepting chaos 02:10 The problems will be endless 05:06 Choose which problem to focus on 10:46 Isolate the chaos into small, solvable problems 13:53 The cost of lost focus in leadership 15:25 Prioritization and avoiding myopic solutions 21:11 Stack ranking of problems 23:06 Balancing individual tasks with collective objectives 25:12 Time as a problem-solving tool 34:24 Create focus in chaos…
In today's Startup Therapy Podcast, Wil and Ryan discuss the idea of having a co-founder. A co-founder can offer numerous benefits for a business. It allows for shared responsibilities, diverse skill sets, and a support system during challenging times. However, finding the right co-founder whose values align with yours and who complements your strengths and weaknesses is crucial for a successful partnership. In this episode, let’s find out how you can choose the right co-founder for your startup and know if you really do need one. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:36 Is it a good idea to get a co-founder? 02:48 Different categories to consider when picking a co-founder 05:01 ‘Who’s willing to do this?’ 07:30 The criteria that founders set for choosing their co-founder 09:29 When you DON’T need a co-founder 10:32 It’s an expensive bet 11:40 Try before you buy 16:50 Everybody wants the upside, nobody wants the downside 21:23 Find someone committed and willing to outwork you 27:03 Are your co-founders valuable? 29:27 Getting involved with someone in the long term is hard…

1 Can I Scale My Impact Without Scaling My Team? 28:09
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In today's Startup Therapy Podcast, Wil and Ryan discuss the concept of scaling without adding or hiring more people. Making a significant impact doesn't always mean having a large team. You can achieve remarkable results with a compact and efficient group. Instead of expanding your team, you can focus on optimizing processes and leveraging innovative tools. Let's delve into the strategies that empower a small team to make a substantial difference, proving that size isn't the only measure of success. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:23 Small Team, Big Dreams 08:03 Efficiency vs. Headcount 12:03 Size Creates Dysfunction 13:59 The Ripple Effects of Company Growth 15:27 The Myth of the 70% Employee 18:22 Scaling without Headcount 20:58 Cutting Back Workload Instead of Adding People 25:01 Building Impactful Products with Minimal Staff…
In today's Startup Therapy Podcast, Wil and Ryan discuss about the grind and guilt dilemma of founders. Founders often struggle with the never-ending hard work of growing their business, driven by their passion and ambition. This can create a persistent feeling of guilt as they try to juggle work demands with their personal life and health. So how can you achieve a harmonious equilibrium that allows you to pursue your entrepreneurial dreams while also nurturing your mental and physical health and maintaining meaningful relationships? Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:08 Guilt out of fear 04:31 The fear of failing as a founder 08:57 Pride, guilt, and the struggle with asking for help 10:15 Entrepreneurship as a way out 13:29 Fear as a superpower 16:18 When guilt compounds… 18:31 The nobility in hard work 20:22 When work defines comfort 22:39 More money, more problems 25:08 Passion and pressure 28:45 Fear and greed in later life 31:06 Escaping the grip of work addiction 36:58 Self-imposed workaholism…
In today's Startup Therapy Podcast, Wil and Ryan discuss whether founders are driven by fear or greed. In the world of startups, there's a question that keeps coming up: what drives founders? Is it the fear of failure, or is it the pursuit of wealth and success, often labeled as greed? In this episode, we delve into the motivations behind entrepreneurs' unique journeys. We explore the delicate balance between these two forces, seeking to uncover what truly fuels the hearts of founders as they navigate their daily challenges. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:37 Are founders really greedy? 05:00 Fear as motivation 10:54 Getting paid as a founder 16:19 A founder's fear of being called “greedy” 20:00 Recognizing founder’s achievements 22:26 Fear and greed cycle…

1 What if I'm Building the Wrong Product? 37:34
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In today's Startup Therapy Podcast, Wil and Ryan discuss how you as a founder will know if you’re building the right or wrong product. Have you ever had an idea, but you're just not sure if it's good? It's something that many entrepreneurs can relate to - that anxious feeling of whether what you think would be a successful product could actually just be a waste of your time. So how do you actually know if you’re building the right product? Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:08 How do you know if you’re building the right product? 03:07 Ask your customers first 05:32 Don’t fall in love with your product idea 08:07 Start with solving a problem 09:38 Lessons from the Fundable experience 16:52 The MVP approach to startup ideas 20:49 Learning from past mistakes 27:45 When great products fail to shine 32:35 Knowing when to drop a product idea…
In today's Startup Therapy Podcast, Wil and Ryan discuss how startups are actually bought and sold. The process of buying and selling startups can be tricky. It's easy to get confused about how much a startup is really worth, and people sometimes have high hopes that don't match reality. When it comes to getting paid, the way deals are set up can be complicated, with some money coming right away and the rest later, often based on certain goals. To succeed in this startup world, it's important to understand these details and be realistic about what to expect. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:26 How are startups bought and sold? 02:32 Know and understand how the process works 07:45 Inbound calls in business sales 11:35 What's your business really worth? 16:35 Startup valuation 21:54 The reality of getting paid when selling your business…

1 Am I Quitting My Startup, Or Letting Go? 29:05
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In today's Startup Therapy Podcast, Wil and Ryan discuss when to quit or let go of your startup. If your startup has struggled for an extended period without meaningful progress, causing financial strain, and lacks market validation, it might be time to consider quitting. Additionally, if the startup is taking a toll on your physical and emotional well-being, negatively impacting relationships, or if you've lost passion for the project, quitting could be a wise decision. Remember, quitting isn't always a failure; sometimes, it's a strategic move toward a brighter entrepreneurial future. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:09 Do you want to quit? 03:41 Would you stay in your startup if it were a job? 06:48 When quitting is the smart choice 09:08 What is quitting? 14:01 Deciding when to quit a startup 19:29 Staying for fear of failure 26:29 When to let go…
In today's Startup Therapy Podcast, Wil and Ryan discuss the challenge of maintaining a long-term vision in the fast-paced world of startups. It's easy to get sidetracked by short-term goals and immediate survival mode. But here's the deal: Founders need to find that sweet spot between the urgent stuff and the big-picture dream. Regularly reminding themselves why they started this journey and resisting the temptation of trendy distractions can help them stay on track. It's not about chasing quick wins; it's about building something that stands the test of time. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:08 When startups get stuck in survival mode 02:20 Distractions from a long-term vision 07:43 Confusing urgency from short-term decision-making 14:06 “It takes time to build a good business…” 16:38 Stop burning yourselves out over short-term expectations 19:52 Ensuring your best work without regret 24:42 Balancing speed and quality 26:36 Building something meaningful over a decade…
In today's Startup Therapy Podcast, Wil and Ryan discuss if you can replace yourself as a founder. Founders often struggle to step aside in a company because their deep commitment and personal connection to the company's mission are hard to duplicate. Their passion, values, and individual perspective are tough to find in an outsider, potentially causing a mismatch in goals and values. Moreover, it's emotionally challenging for founders to entrust someone else with their vision.In a nutshell, founders can't easily replace themselves because their unique identity and the company's culture are closely linked, making it hard to find someone who truly embodies their spirit. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:35 Can we replace the founder? 03:02 Why changing the founder wouldn’t work 06:06 “You can’t hire and train passion…” 14:10 Know who you’re hiring 19:14 Wanting to sabotage the new person 22:08 Incentives in hiring 26:31 You can’t replace yourself…
In today's Startup Therapy Podcast, Wil and Ryan discuss who founders are really competing against. Founders are often never satisfied because they constantly set new, self-imposed benchmarks and goals. They compete against a changing definition of success, driven by their ego and perceptions of their peers. As they reach one milestone, they quickly construct new challenges, making it challenging to ever achieve lasting contentment in their entrepreneurial journey. Finding a balance between ambition and recognizing their achievements can lead to greater satisfaction and a healthier perspective on success. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:24 A founder's rollercoaster of satisfaction 03:51 Why successful founders are never satisfied 05:45 Peer competition 10:37 The problem with comparison 15:25 Competing for our own safety 20:49 “We create a much more unsafe environment…” 22:36 Competitors ability to affect your safety 24:10 Endless chase of success 28:34 Ego vs. Contentment 33:38 Why we can’t find the finish line…

1 Investors are NOT on Our Side of the Table 27:38
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In today's Startup Therapy Podcast, Wil and Ryan discuss the topic that investors and founders are not on the same side of the table. In the startup world, it's important to recognize that investors and founders don't always see eye to eye. Investors are primarily looking to make money, which can sometimes clash with a founder's vision. Balancing these interests can be tricky. Founders need to stay true to their startup's vision while also considering what their investors want, fostering a productive relationship. Good communication and finding common ground are key to ensuring the startup's success in the long run. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:08 Investors are only on the same side when everything is good 04:07 This is your only bet, not the investor’s 07:21 Guarantee of a paycheck 10:15 Why does it matter to be on the same side? 15:52 When investors believe you’re on the same side of the table… 17:14 Investors have the luxury of saying no 25:10 What’s valuable to you might be different from the investors…

1 Plan for Bad Times - Budget in Good Times 29:27
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In today's Startup Therapy Podcast, Wil and Ryan discuss planning for the bad times and good times in your startup company. It's not all sunshine during the good times, and not all doom and gloom during the bad times. It's about striking that perfect balance in your startup's strategy. The secret to achieving longevity in the ever-shifting landscape of entrepreneurship? Continuous adaptation, vigilant monitoring of key performance indicators, and the ability to pivot when necessary, all while staying true to your business's core mission and values. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:59 Good and bad times aren’t just a single moment in time 04:31 Are founders aware of these oscillations? 05:45 “In good times, we plan for good times…” 10:04 What is longevity for startups? 19:04 Make decisions based on the likelihood of the outcome 21:03 Opportunities are planted during bad times 26:56 Plan for the hibernation…
In today's Startup Therapy Podcast, Wil and Ryan discuss why a lower valuation exit can offer founders more advantageous financial outcomes than a higher valuation exit. This happens because of things like how much of the company's ownership each founder still has and what investors are expecting from their investments. As startups grow and get more funding, founders might end up owning less of the company. So even if an exit seems worth more on paper, the actual money each founder gets can be less due to having a smaller piece of the pie. Let’s delve into the maze of startup exits, exploring the delicate interplay between exit values, ownership, and the real-world implications. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:28 Navigating funding & exit strategies 05:59 Optionality 09:23 Outcomes can vary depending on the funding path chosen 13:46 Founder fatigue 17:53 What are preferences? 25:34 Protect your downside first…
In today's Startup Therapy Podcast, Wil and Ryan discuss why you shouldn’t fear the AI revolution that’s coming. Founders shouldn't fear changes in technology because embracing advancements can bring various advantages. These changes often lead to improved efficiency, streamlined processes, and better decision-making. Adapting to technological shifts enables founders to stay competitive, innovate, and explore new opportunities, ultimately fostering growth and success. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:44 Technology is always changing 03:51 What happens when a revolution comes around? 07:23 Why are we afraid of this? 12:12 Become better tool operators 17:40 Is displacement a bad thing? 24:57 Not embracing the future can destroy you 28:26 Be on the right side of change 30:57 Change is scary 33:25 AI taking decisions for us 38:06 Are people lazy by nature? 42:24 The negative effects of technology…

1 Don't Let Investors Become Your Customers 27:27
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In today's Startup Therapy Podcast, Wil and Ryan discuss why you shouldn’t let investors become your customers. When you prioritize investor demands over customer needs in pursuit of additional funding, you risk losing touch with your market's true requirements. This could lead to developing products or services that don't align with customer expectations, potentially resulting in poor adoption and revenue generation. Over time, prioritizing investor preferences over customer feedback could erode customer trust and loyalty, negatively impacting your long-term business sustainability. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:12 Optimizing for what investors want 02:13 Two types of investor feedback 03:47 Being in the capital raising business 04:53 What happens when you pitch to investors vs. provide to customers 06:10 “You’re just as vulnerable at the beginning of fundraising as you are at the end of fundraising…” 07:44 The investors don’t matter to the business 09:10 Jumping on trend for the money 16:37 Investors have a different game that they’re playing 18:15 Investor Optics vs. Customer Value 22:11 Navigating investor expectations and customer demands…

1 We Can't Stay Out Of The Game For Too Long 25:09
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In today's Startup Therapy Podcast, Wil and Ryan discuss what happens when founders stay out of the game for too long. Startup founders can't afford lengthy breaks from the game because the skills and mindset crucial for entrepreneurship can weaken over time. Startups demand ongoing learning and adaptability due to their rapid evolution. But here's the burning question: Can you still come back strong after a break, ready to tackle the dynamic challenges of the startup world? Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:17 When you’re not relevant anymore 03:58 The startup muscle 05:54 Challenges in re-entering the game 08:27 The difference between taking a rest and quasi-retiring 10:08 Too soon or too late? 12:51 Relationships and relevancy 15:17 You lose relevance, relationships, and your mind 18:37 Pitfalls of taking a break 22:51 Don’t stay out of the game too long…
In today's Startup Therapy Podcast, Wil and Ryan discuss if your dreams as a founder is an illusion. The dream seems so valuable because it's something you don't have right now. But it's essential to play test your goals and ask yourself if you'd truly enjoy it once you achieve them. Sometimes, the journey and the process of pursuing a startup are more important than the final outcome, so it's crucial to think about whether the sacrifices are really worth it for your long-term happiness and sense of purpose. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:08 What if your startup dream is bullsh*t? 03:11 Investing in something uncertain 07:59 Did you test-drive it? 09:45 The cost of being wrong 19:33 Assessing risk in a startup 25:53 It’s valuable now because you don’t have it 27:48 Recalibrate your goals…
In today's Startup Therapy Podcast, Wil and Ryan discuss the topic of building a “big business”. Scaling rapidly can lead to market dominance and attract investors, but it also involves higher resource demands and potential pitfalls. On the other hand, building a profitable and sustainable business may allow for steady growth, reduced risks, and long-term viability. By reevaluating goals and priorities, founders may discover the benefits of a steady and enduring approach that aligns with their vision and values. So what’s it going to be? Are you going to go big or go home? Or are you going to go steady and go long? Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:24 You don’t need to make a “big business” 06:13 Who is this big enough business for? 09:51 Building a profitable business is much easier to achieve 13:01 Focus on your actual goal 15:35 The path to freedom 19:23 When people belittle more money 24:02 Think about sustainability instead 26:23 The probability to build a big business is insanely small 28:23 Dimes vs. Dollars businesses 31:46 The dangers of aiming too high 34:01 Goals and metrics when it comes to scaling a business 40:13 Problem-solving and resource efficiency in startups 43:02 Stop pleasing investors…

1 Founders, Not All Problems Are Apocalyptic 29:42
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In today's Startup Therapy Podcast, Wil and Ryan discuss how all problems are not the end of the world for founders. While running a startup can be challenging and bring various obstacles, not every problem leads to failure or signifies the end. Startup founders often encounter a range of difficulties, including financial setbacks, operational hurdles, or competition. However, with resilience, adaptability, and problem-solving skills, founders can navigate these challenges, learn from them, and continue to grow their businesses. It's important for founders to maintain a positive mindset, seek support from mentors and networks, and view problems as opportunities for growth and improvement. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:38 Not all problems are apocalyptic 03:12 Startup problem vs. True “end of the world” problem 11:33 Externalizing the problem normalizes it 12:34 Why categorize your problems by levels? 15:53 Don’t overprioritize one problem and ignore the others 16:53 Stop making everything a level 10 20:40 You will never run out of problems 27:30 Time will come problems won’t even faze you…
In today's Startup Therapy Podcast, Wil and Ryan discuss why you should stop listening to investors. While investors can provide valuable insights and expertise, founders should exercise caution when relying too heavily on their advice. Investors often prioritize financial returns and short-term gains, whereas founders have a deep understanding of their vision and long-term goals. Over-reliance on investor advice may compromise the original vision and unique value proposition of the business, hindering its potential for growth and innovation. Founders should carefully evaluate and consider investor advice while staying true to their own vision and strategic direction. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:19 Investors are not fortune tellers 06:42 They just speculate everything 08:11 What one investor says doesn’t represent all the investors 09:13 Investing in a certain industry doesn’t make them an expert 10:31 Match their advice with their experience 12:45 If you want advice, go to experts 15:35 A well-intended advice can still derail you 16:27 Even if it’s a strong opinion, it doesn’t mean it’s right 21:20 Get a lot of feedback but consider the source 23:04 Checkbooks = writing checks, not giving advice 24:22 Investors can give bad assumptions, so don’t treat them like gospel 28:33 A positive feedback might actually mean “no” 30:09 Nobody can turn the wheel other than you…

1 Can You Build a Startup in Less Than 40 Hours a Week? 30:08
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In today's Startup Therapy Podcast, Wil and Ryan discuss if you can actually build a startup in less than 40 hours a week. Building a successful startup typically requires a significant investment of time and effort. While it's theoretically possible to work on a startup for less than 40 hours a week, it may significantly impact the chances of success. Building a startup is not just one job; it involves planning, research, product development, marketing, and networking. By committing more hours initially, founders can accelerate the growth and development of their startup, potentially leading to a point where they can work fewer hours in the future. Ultimately, the time invested in the early stages can significantly influence the trajectory and potential success of a startup. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:16 Time is the only resource you got 05:05 It’s now survival mode 06:21 Why would you start this if you don’t want to put yourself in completely? 08:15 Focus all your energy on one thing 09:25 In a startup, 40 hours is not enough 10:27 You can work less in the future if you work more now 13:43 Time commitment to the business 15:52 When things need to get done, they need to be done 18:43 It depends on how many people will get affected 20:03 It just needs to take time in the beginning 25:07 For startups, everything is variable 27:22 Experience is not a formula for success…

1 Are Bootstrapped Startups Less Valuable Than Venture-Funded Startups? 45:35
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In today's Startup Therapy Podcast, Wil and Ryan discuss whether bootstrapped startups are less valuable than venture-funded startups. The value of a startup isn't only determined by its funding source. While venture-funded startups may have more money and support initially, bootstrapped startups can still be valuable and successful. Bootstrapping often leads to efficient operations, as founders have to focus on making money and becoming profitable without relying on outside investments. In the end, the value of a startup depends on things like its potential in the market, how much it's growing, how well its product fits the market, and the skills of its team, regardless of how it's funded. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:44 What do founders feel when they are not funded? 03:47 There are only a few companies that get venture funded 06:44 If you don’t raise VC, who cares? 08:52 What happens after you get the funding? 13:32 Getting funded = smaller options 17:39 Who are you creating value for? 22:32 Bootstrapping is okay 25:53 The optionality of bootstrapping 27:34 Creativity and resourcefulness from bootstrapping 28:49 Don’t let your startup be valuable to someone other than you 29:54 Bootstrapping a business that won’t generate profit right away 35:08 Patience is an incredible asset…
In today's Startup Therapy Podcast, Wil and Ryan discuss why founders don’t like to ask for help. Founders sometimes hold back from asking for help because they worry about losing control, looking weak, burdening others, or feeling like they have to do everything themselves. However, it's actually really important for founders to push past these concerns and ask for help. Getting guidance and support from experienced folks can give them awesome insights, expertise, and connections that can speed up their growth and success. It lets founders tap into different perspectives, learn from other people's experiences, and access resources that can help them tackle challenges and make smarter choices. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 03:58 You could learn something if you just ask for help 06:32 Why founders find it hard to ask for help 08:57 When there’s literally no one else but you 10:32 Unique problem vs. a problem other founders experienced already 15:15 How do you know it’s good advice? 20:31 Asking for help is not a weakness 22:40 Difference between getting advice and experience feedback 24:43 When you’re “too busy” to ask for help 29:10 The advice should be timely 30:23 Ask someone who knows the topic for a long time…

1 Can I Design My Startup Around My Life? 33:50
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In today's Startup Therapy Podcast, Wil and Ryan discuss if founders can design their startups around their life. Should your life adjust to your startup or could you design your startup to fit your lifestyle? It's all about making intentional choices and taking small steps to align your business with your desired lifestyle. By carefully planning, testing things out, and being open to adjustments, you can create a startup that fits seamlessly into your personal life instead of consuming it. It's all about finding that sweet spot where work and life complement each other. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:26 Beyond binary thinking 02:08 What was your lifestyle 10 years ago? 05:46 Baby steps to improve your life 07:09 Starting a work-from-home setup 09:30 Remote work and personal health 11:22 The challenges and rewards of incremental changes in work and life 15:20 Stop seeking certainty 17:09 Make this your corporate goal and externalize it 22:20 Share your personal goals with your team 26:38 Take one step toward your goals 30:26 As founders, you can do anything…
In today's Startup Therapy Podcast, Wil and Ryan discuss how founders can stay in the game longer. Most founders want the result faster without thinking about longevity and sustainability. In the fast-paced world of startups, thinking long-term is a total game-changer. It's like stepping back and getting the big picture, setting up a rock-solid foundation, and planning for sustainable growth. When founders shift their focus from quick wins to the long haul, they become masters at spotting obstacles, riding market waves, and making smart choices that match their ultimate vision. Thinking long-term not only toughens you up, but it also attracts investors and partners who are in it for the long run, boosting your chances of scoring lasting success in the crazy world of startups. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:09 Creating a startup that will last in the long run 04:06 Focusing on longevity 06:11 Make a bet 10:40 Hiring as a bad bet 14:32 Put survivability first 16:17 It’s like the same playbook 19:13 Try to make it past year 3 20:51 Think about longterm…
In today's Startup Therapy Podcast, Wil and Ryan discuss the toll on everyone around a founder. This topic is close to every founder's heart: the ripple effect their journey has on everyone around them. Let’s deep dive into the nitty-gritty of how being a founder impacts family, friends, and relationships. Being a founder can take a toll on everyone around you in different ways. Your family might feel the strain of your demanding schedule and the ups and downs of the startup rollercoaster. Friends might sense a disconnect as your focus shifts. It's all about finding that delicate balance and keeping the lines of communication open, so you can navigate the challenges together and maintain those important relationships along the way. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:00 The toll on everyone around you 04:47 Why founders can’t empathize with the people around them? 06:42 Marriage 09:21 “This is not our spouse’s dream…” 14:26 Asking about the best thing that’s happened to each other’s day 17:46 What happens to the kids? 26:20 There’s no interest earned on happiness deferred 27:45 Friendships 30:05 The bank of friendship 33:24 Balancing success and relationships 37:19 It has a compounding effect…
In today's Startup Therapy Podcast, Wil and Ryan discuss the problem with early praise and big hypes at the beginning of a startup, with no assurance of success. We've all seen the flashy headlines and big promises of new startups, but does the hype actually translate to success? Join us as we dive into why early praise can be a double-edged sword for any budding entrepreneur. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:57 Can the startup live up to the hype? 02:10 Getting scared of competitors because of the hype they’re getting 05:38 The start is not the finish 07:19 The hype cycle in tech industry 10:43 False positives in the funding round 14:09 Marketing and hiring hype 14:48 Sometimes the companies with no big announcements become successful 19:30 The hype of crypto and blockchain 22:23 Transformative is not equal to success 25:12 It takes a long time to make big changes 27:24 The problem with early praise…
In today's Startup Therapy Podcast, Wil and Ryan discuss how being a founder is an integral part of your identity, and setbacks with one startup shouldn't make you doubt your ability to succeed in the role. So even if your current venture doesn't work out, you're likely to keep pursuing new startup opportunities because it's simply part of who you are. After all, being a founder isn't just a job – it's a deeply ingrained part of your DNA. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:24 You’re still a founder even if your startups end 03:11 Success is not a determining factor 05:59 Being a founder is not a job title 08:08 Founder DNA 12:06 What if and why not? 13:36 The founder mentality as employees 18:28 This feeling of failing won’t last forever 20:16 You will always be a founder…

1 The Invention of the 20-Something-Year-Old Founder 36:58
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In today's Startup Therapy Podcast, Wil and Ryan explore the history behind the invention of the 20-something-year-old founder phenomenon. With the changing landscape of technology and business, more and more young people are starting successful companies. The episode discusses the opportunities available to young people today, and how starting a business has evolved over the years. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:09 Being a young founder 09:23 An opportunity for young people 10:55 How to start a business before vs. now 20:02 There was no other people to talk to 25:59 When the youth started to take over 31:42 You can stand on the shoulders of giants 35:12 What else can a 20-something-year-old do?…
In today’s Startup Therapy Podcast, Wil and Ryan discuss the founder's ego and when is it too much. We all know that confidence is key when you're starting a business, but sometimes it can be hard to tell when that confidence has turned into full-on arrogance. This can hold you back from trying new things and making the best decisions for your company. So how do you avoid this trap? Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:39 Confidence vs. Arrogance 05:30 Question everything you think you know 06:31 Be comfortable with being wrong 10:32 It’s preventing you from trying new things 13:34 The “Everything is wrong except for me” mindset 15:35 When ego clouds your decision 17:06 Make every problem your fault 19:50 The blame game 23:34 Not accepting defeat 25:39 How to manage your ego 27:14 Ego is a massive liability 29:19 Permission to be wrong 30:23 Choose the people who will surround you 33:40 Psychological safety 36:27 Challenge your ego to grow…

1 Founder Imposter Syndrome Never Goes Away 32:01
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In today’s Startup Therapy Podcast, Wil and Ryan discuss founder imposter syndrome. As a startup founder, it's common to feel like you don't have all the answers, especially in the early days. But even after years of experience, do you still struggle with feeling like a fraud or pretending to know more than you do? Imposter syndrome can be tough, whether you're a seasoned startup pro or just starting out. But with the right mindset and tools, you can learn to recognize and overcome those nagging self-doubts. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 00:33 When does imposter syndrome go away? 03:03 Moments where you don’t know what you’re doing 09:31 Jumping into variables 15:09 ‘Fake it till you make it’ mindset 17:21 The more you know, the more you don’t know 20:50 Dangers of comparison 25:27 Know what you need to know 26:26 Be around long enough 30:46 Nobody really masters it all…
In today’s Startup Therapy Podcast, Wil and Ryan discuss how long is a founder's lifetime. In a startup cycle as well as the founder’s lifetime, a lot of things could happen. You will get to try different things and experience different highlights in your career. Having more chances to try something different can be a great advantage for founders in their career journey. With each new venture and experience, founders gain valuable skills and knowledge that can help them succeed in their future endeavors. Additionally, trying new things can also lead to personal growth and self-discovery, which is important for maintaining a healthy work-life balance. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:24 Startup Lifecycle 03:19 A lot of things can happen 04:54 Distinctive lifetime 07:36 You have many more games to play 10:59 This might not be the highlight of your career yet 13:30 You have more chances to try something different 15:39 The next chapter can be a new chapter 17:32 Just say yes to everything…
In today’s Startup Therapy Podcast, Wil and Ryan discuss how founders often miss out on paying themselves and why it's essential to grab the chance when it happens. You know how some founders think, "I don't deserve this yet" or "I should put this money back into the business"? Rather than risking a missed chance, it's best to take advantage of the opportunity while it's available. You might not get this chance again, o seize the moment and take that money off the table now. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:27 The “I don’t deserve this yet” mindset 05:18 Slowly taking chips off the table 08:51 Think of it as your money 15:01 Take that shot right now 17:33 Belief in exponentially as a certainty 22:56 The probability of that greater future is low 26:18 You’re digging a hole for yourself 28:03 Take it and just give it back 29:08 How to think of losing when you’re in the process of winning 33:46 The opportunity might never happen again, so just grab it…
In today’s Startup Therapy Podcast, Wil and Ryan discuss founder guilt in the wake of a failed startup. While it's perfectly natural to feel disappointed when a startup fails, it's not cool to let guilt eat away at you. It's important to recognize that success in the startup world is never a guarantee and that failures are an inevitable part of the process. The key is to bounce back from setbacks and keep pushing forward, no matter how tough things get. Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:22 The people you feel guilty to 04:50 Disappointment vs. guilt 06:52 Guilt brings out liability 08:07 Failures in startups 10:04 Why do we sentence ourselves to an imaginary prison of guilt 13:21 Learn how to handle failure 15:23 You have to keep going 17:19 Transfer the negative energy to a positive one 21:37 Have a north star 22:53 This is not your only chance…
In today’s Startup Therapy Podcast, Wil and Ryan discuss transparency in startup companies. Being honest with your customers and clients will help you attract more people to your company, but excessive sharing of information and transparency could also create some problems. In today’s episode, we’ll find out: how much transparency is too much and do you really need to be transparent about everything? Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:22 We come from environments that lack transparency 03:13 Every news is good news 04:46 Why do we embrace transparency? 05:59 When things fail, transparency suddenly doesn’t matter 09:49 The difference between transparency and honesty 16:15 Transparency is good when you’re certain of the outcome 20:29 The consequences of transparency 25:01 It’s the founder’s job to make it work…

1 Does My Startup Really Need Full Time Employees? 29:24
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In today’s Startup Therapy Podcast, Wil and Ryan discuss whether your startup really needs full time employees. One of the common mistakes made by startup companies is that they hire a bunch of people full time for a job that can be done by one or they hire one person and make them do multiple things. In this episode, let’s really find out what is full time employment and how do you really make the most out of it? Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 03:08 History on paying full time and per hour 04:55 Raising funds to pay for a team 07:02 What is full time employment? 09:20 Buying someone’s hours 12:52 Hiring people you don’t need 15:35 Full time contribution 19:01 The high performing people 22:30 Hiring one person for multiple jobs 26:53 Full time will be a thing of the past…
In today’s Startup Therapy Podcast, Wil and Ryan discuss getting your first success and how you can treat it as if it’s your last. You’re there, you finally made it – so you think you can replicate that success? The probability of remaking that success is probably low and you can’t base your future success on something that you’ve done before, so what can you do to change this mindset? Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:43 What if this is your last success? 05:16 Future success is not equal to past success 07:05 Your mindset probably needs to change 09:06 What would you tell your younger self? 12:35 Mentality of older founders 14:49 Bet of future success 17:07 Compounding probabilities 20:22 Stay in certainty 23:31 How much would be a lot? 26:35 Treat this as if it’s your last…
In today’s Startup Therapy Podcast, Wil and Ryan discuss about the deaths of your startup and how many times do you come back from the grave? Starting a business is actually just a series of recovering from deaths, and that’s okay – but when does it actually start getting better and when would be the time where you realize that you should stop? Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 01:31 It’s a series of recovering from deaths 04:24 We assume it’s supposed to work 05:27 Momentum to move forward 06:23 The walking dead 08:36 Hearing “no’s” 13:16 You’ll never know if this is the end 15:15 Are you doing this because you’re afraid of failure? 17:57 You have more downside than upside 21:57 Success is not in short increments 23:25 The world is in defense mode right now 26:12 Try to not die 30:04 Signals for when to stay or leave 32:24 How do you know if you actually died 37:34 This is just how business works 42:54 Is this a hurdle or a real wall? 46:02 Running out of cash and having to lay off staff 50:00 Everything is impossible until somebody does it…

1 How Should I Share My Wealth with Family? 34:40
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In today’s Startup Therapy Podcast, Wil and Ryan discuss how you should share your wealth with family members? Are you the type of person who’s always one call away to your family or friends whenever they need money? They always say it’s going to be a “loan” but have they already paid you back? FInd out in today’s episode how you can actually build a financial relationship with your family! Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:50 We want to share our success 06:40 You don’t owe anyone anything 09:46 It never ends 16:12 People can get manipulative when they need something 18:15 Suddenly you’re an A-hole 20:40 It’s never a loan 30:00 “I don’t want to have a financial relationship with you…” 33:18 It’s a personal decision…

1 Why Do VC Funded Startups Love "Fake Growth?" 29:59
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In today’s Startup Therapy Podcast, Wil and Ryan discuss why some founders tend to go on the “fake growth” route. Some Startup companies may look like they are soaring and scaling real fast but in reality, these Startups are spending more than they are getting back from revenue. So how can you identify if you, as a founder, are going the real growth route or the fake growth route? Sign up for the Startups Newsletter https://www.startups.com/newsletter Resources: Startup Therapy Podcast https://www.startups.com/begin Join our Network of Top Founders Check in with us on LinkedIn | Wil Schroter | Ryan Rutan What to Listen For 00:00 Intro 02:20 Fake Growth vs. Revenue 05:20 Some people are raising the same money as you, but in a different story 06:54 Why momentum is attractive to investors? 08:18 Staffing 11:45 If your fake growth becomes successful, you’re a hero 17:48 When everything was going the right direction until it wasn’t 19:24 It’s like a Ponzi scheme 24:09 The employee and the stockholders 27:50 Founders who experienced this shows contrition…
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