Welcome to The Bill Caskey Podcast, the show for company leaders, sales managers, and salespeople who are looking to take their sales game to the next level. Join your host Bill Caskey, renowned sales coach and strategist, as he shares modern sales strategies and leadership tips that will help you grow your sales team and increase revenue for your business. Each week, Bill brings a variety of guest experts and shares real coaching scenarios from his work with sales teams, providing valuable ...
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The Advanced Selling Podcast
Bill Caskey and Bryan Neale: B2B Sales Trainers, Business Strategists and L
Bill Caskey and Bryan Neale: B2B sales trainers for the past twenty years share their strategies, frameworks, tips and tricks to help you leverage your talent, grow your skills and create your own sales success. You'll discover how you can shift your mindset, win with prospects and build long-term relationships with your clients so you can thrive and advance in your career. Bill and Bryan's approach to sales is funny, often quirky and always real. Their work has allowed them to help sales pr ...
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Leadership coach, James Mayhew, explores what it takes to lead your company, your small businesses, your teams, and your home with humble confidence. James Mayhew partners with business leaders who want to build a culture that performs, inspires confidence in others, and serve with extraordinary excellence. Connect with James on LinkedIn https://www.linkedin.com/in/jamesrmayhew/ High Performance Workplace Culture Video Series https://www.youtube.com/watch?v=jBGgr... Website https://jamesmayh ...
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In this forward-looking episode, Bill Caskey shares three essential strategies to enhance your business outcomes in 2025. He emphasizes the importance of authentic communication in an AI-dominated landscape while drawing from his book "12 Bold Moves." The key strategies include: developing a clear A-to-B roadmap to guide customers from their pain p…
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Year-End Reflection: Looking Back to Move Forward
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In this final episode of the year, Bill and Bryan share their approaches to year-end reflection. The guys discuss practical strategies including the "what worked/what didn't" analysis and Dan Sullivan's concept of "measuring backward" to appreciate your progress. Between nostalgic stories of family road trips and humorous takes on modern dishwasher…
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Creating a Truly Customer-Centric Sales Process
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In this solo episode, Bill challenges sales professionals to honestly evaluate whether their sales process genuinely benefits prospects. Drawing from his book "12 Bold Moves," he explains how to transform your approach by offering valuable assessments and personalized recommendation documents to prospects—whether they buy or not. Caskey illustrates…
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Sales Predictions 2025: AI, Authenticity, and the End of Sticky Sales
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In this episode, Bill and Bryan share their predictions for the sales industry in 2025, including the accelerating impact of AI on sales roles, the death of "sticky" cold outreach tactics, the decline of legacy media, a potential resurgence of in-person sales meetings, the growing importance of personal branding, and a predicted exodus of Baby Boom…
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Making Sales Skills Obsolete: The Power of Digital Assets
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In this solo episode, Bill challenges traditional sales training wisdom by proposing a revolutionary approach: using digital assets to transform the buyer-seller relationship. Through a personal case study, he demonstrates how pre-recorded video content can ease the burden on salespeople to always be "on," while simultaneously building trust with p…
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What Ultra High Achievers Say (Part 3 of 3)
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In the final installment of their Ultra High Achievers series, Bill and Bryan explore how top performers communicate. The guys break down the distinct language patterns that set ultra-successful salespeople apart. Learn how elite performers use contextual awareness, empathetic language, strategic disagreement, and financial fluency to achieve extra…
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The Customer Journey Mismatch: A Cautionary Tale
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In this solo series episode, Bill Caskey shares a revealing story about witnessing poor customer service at a store he visited recently, where a salesperson failed to meet a customer at their knowledge level when discussing smartwatch options. He uses this experience to illustrate a crucial sales lesson: the importance of understanding where custom…
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Go Fish in a Puddle with Chelsea Madden
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In this solo episode, Bryan and special guest Chelsea Madden dive into the power of intent data and how sales teams can leverage it to craft smarter, more effective strategies. They discuss why intent data is a game-changer for identifying when prospects are actively researching solutions—but with a caveat: it’s not a shortcut to the sale. Learn ho…
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What Ultra-High Achievers Actually Do (Part 2 of 3)
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In this second installment of their ultra-high achiever series, Bill and Bryan dive into the concrete actions that set exceptional performers apart from their peers. The guys explore why some people know what to do but don't take action, the power of rapid execution, and why ultra-high achievers plan in years while others plan in days. They also ch…
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Smarter Sales Rewards with Chris Dornfeld
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In this solo episode, Bryan and special guest Chris Dornfeld dive into the science of effective sales compensation and incentive programs. They explore why most incentive budgets fail to deliver the intended results and how a behavior-focused, data-driven approach can change that. Chris shares insights from his company, Whistle, which uses behavior…
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Inside the Mind of Ultra-High Achievers (Part 1 of 3)
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In this first episode of a three-part series, sales experts Bill and Bryan explore how ultra-high achievers think differently than even regular top performers. The guys break down the unique mental patterns that set exceptional performers apart, including their exponential thinking, extreme objectivity, total ownership mindset, and purpose-driven a…
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Stop Leaving Money on the Table: 3 Profit Amplifiers for Sales Teams
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In this episode, Bill Caskey reveals three powerful strategies to increase sales profitability without increasing workload. These profit amplifiers help sales professionals and business leaders leverage their existing assets more effectively. Key Points: Creating and following a 30-day action plan focused on key revenue-generating activities Design…
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In this solo episode, Bryan takes a thoughtful look back at his biggest takeaways from 2024. He explores the idea that sales is 90% process and 10% magic—and why most sales training only focuses on the magic. To drive exponential results, Bryan argues, great training must be paired with a powerful sales operating system. He also dives into the prin…
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Goal Setting Mastery (Part 3 - Building "The How" Bridge)
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Bill and Bryan conclude their powerful three-part series by focusing on execution and implementation. After examining current reality and creating vivid future goals in the previous episodes, they dive into practical strategies for bridging the gap between where you are and where you want to be. Learn valuable frameworks including the Start-Stop-Co…
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Goal Setting Mastery (Part 2 - Envisioning Your Destination)
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In part two of their three-part series on goal setting mastery, Bill and Bryan dive into the importance of creating a clear and vivid vision for your sales future. The guys discuss why many salespeople struggle with setting specific goals and share practical approaches to overcoming the fear of commitment in goal-setting. They emphasize the power o…
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Video, AI, and Beyond: Upgrading Your Sales Team's Toolkit
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Are your sales team's skills stuck in the past? In this episode, Bill reveals four critical modern sales capabilities that many teams are missing out on. He breaks down why video production, digital writing/social selling, digital assets for the buyer journey, and AI implementation are no longer optional skills - they're essential for sales success…
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Goal Setting Mastery (Part 1 - Taking Stock)
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In this first episode of a three-part series, Bill and Bryan explore the importance of honest self-assessment in sales performance. They discuss why facing your "brutal facts" - from income reality to process effectiveness - is crucial for growth. The guys share insights about evaluating lead sources, analyzing revenue distribution, and understandi…
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The $15M Growth Blueprint Your Sales Team Needs
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In this episode, Bill shares three powerful strategies that helped one of his client companies double their revenue from $15M to $30M. Bill breaks down the importance of map building (both company-wide and individual), message refinement, and conversion rate optimization. He explains why great plans should focus on inputs rather than outputs, how t…
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