Each week on “Hello, Old Sports” Andrew and Dan Neumann examine a different sports history topic—baseball, basketball, football, hockey, boxing, and anything else that comes to mind. We’ll travel back to 1920 to relive the founding of the Negro Leagues and Babe Ruth’s first season with the New York Yankees. Or to 1967 to relive the closing drive of the “Ice Bowl” between the Green Bay Packers and the Dallas Cowboys. Maybe even all the way back to 1884 and the first “World Series” between the ...
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These are conversational interviews for people who want to learn more about how magic is created. Magic happens when an observer cannot detect the magician's technology. How do you find out more about magic technology? You discover it with people who are unaware of their skills by asking questions that reveal what is just below the surface. This Edgecast (broadcast for Edgeworkers) is brought to you by Gabriel Millinger and Team and powered by Possibility Management.
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Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
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EP 120: Evan Goldberg (Founder and EVP, Oracle NetSuite) on 26 Years of Operating Lessons Running NetSuite
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Evan Goldberg has been leading NetSuite for 26 years and counting. In this episode, Evan reflects on the journey of building NetSuite—from launching it with Larry Ellison’s support, to scaling through its IPO, and eventually being acquired by Oracle for $9.3B. He shares his leadership philosophies around humor and empathy, lessons learned from Larr…
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EP 119: Drew Houston (CEO, Dropbox): Reflections on the 17+ Year Battle Against Big Tech
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Drew Houston has now been CEO of Dropbox for over 17 years. In my latest conversation, he opens up about the pivotal leadership lessons he's learned, the mistakes that shaped the company, and the true challenges of going head-to-head with big tech. We also dive into the highs and lows of fundraising, how valuations can make or break a company traje…
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Abe Saperstein and the Harlem Globetrotters
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Abe Saperstein is best known as the founder of the Harlem Globetrotters but in his career he crossed paths with everybody from Satchel Paige to George Steinbrenner to Wilt Chamberlain to Secretary of State Dean Acheson. Authors Mark and Matthew Jacob join us to talk about their new book, "Globetrotter: How Abe Saperstein Shook Up the World of Sport…
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In 2024, the Kansas City Chiefs are attempting to become the first team to win three consecutive Super Bowls (and are off to a good start at 3-0!) Eight teams have tried before: The 1968 Packers, 1974 Dolphins, 1977 Steelers, 1980 Steelers, 1990 49ers, 1994 Cowboys, 1999 Broncos, and 2005 Patriots. All have failed, and in fact none have even made i…
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The New York Football Giants are celebrating their 100th season this year, and are celebrating with a series of lists, including a list of the Top 100 Giants Players and a bracket of the best 64 moments in Giants history. Check out www.giants.com/100. In this episode, Dan and Andrew review the bracket, and the Top 100 Players List, and a few other …
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EP 118: Will Gaybrick (President of Product and Business, Stripe) on Capital Allocation, Org Design, AI, and Global Growth
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Will Gaybrick joined Stripe as CFO after investing in the company at Thrive Capital. Over the past 9 years, now as President, he's helped grow Stripe's into one of the world's largest private startups. In this episode, we explore his impressive career journey—from Harvard Math to software engineering, Yale Law, venture capital, and now his leadersh…
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EP 117: Parker Conrad (CEO, Rippling) His Opinion on Founder Mode, Fundraising, and VC Advice
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Parker Conrad has spent the last 8 years building Rippling into a $13B company, marking his redemption after being ousted from Zenefits. In his second appearance on the podcast, Parker and I discussed Paul Graham's "founder mode" essay and how he operationalizes it at Rippling. He also reflected on the key lessons he's learned throughout his career…
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EP 116: John Fieldly (CEO, Celsius) How He Saved Celsius From Near Bankruptcy to a $10B Company
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Many know Celsius as a top energy drink brand today, but few are aware of the tumultuous journey CEO John Fieldly took to get it here. In the episode, John shared how the company nearly went bankrupt multiple times, lost 50% of its revenue overnight and even got delisted from the NASDAQ. Despite these challenges, John stepped up to rebuild the bran…
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In the second part of our episode on 1984 in sports we talk about the baseball and football seasons, featuring all-time great seasons by the Detroit Tigers and San Francisco 49ers, as well as a legendary year in men's and women's tennis, and much more! Books to compliment this episode are almost too many to name. We mention several in the course of…
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EP 115: Josh Wolfe (Co-Founder, Lux Capital) On Uncovering Hidden Opportunities
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Josh Wolfe, co-founder and managing partner at Lux Capital, is a master at quickly understanding complex, emerging technologies. In our conversation, Josh shared how he identifies the next big thing, his contrarian views on nuclear energy, biotech, and robotics, as well as his thoughts on the state of the venture capital market today. (00:00) Intro…
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EP 114: Emery Wells (CEO, Frame.io) on Selling to Adobe for $1.3B, Working with SNL and High Pain Tolerance
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Emery Wells is the co-founder and CEO of Frame.io, which he sold to Adobe in 2021 for nearly $1.3 billion. In our conversation, Emery shares his journey from NYC bartender to startup founder, including his agency work with Saturday Night Live that highlighted the pain points that led to Frame.io. We dive deep into his rejection of the lean startup …
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EP 113: Dara Khosrowshahi (CEO, Uber) Lays Out the Path to Autonomous Vehicles
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Dara Khosrowshahi runs one of the most complicated businesses in the world, Uber. Since taking over in 2017 Dara has led the company to profitability against all odds. In this episode, we touch on a number of things including Uber’s position on the future of Autonomous Vehicles (AVs), the challenges that were overcome in making Uber profitable, and…
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2004 Men's Olympic Basketball Team
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Hello Old Sports is part of the Sports History Network - The Headquarters For Your Favorite Sport's Yesteryear. Prior to 2004, the U.S. Olympic Basketball Team had won three straight gold medals, and not even lost a game since professionals were first allowed to play in 1992. That all changed as the Larry Brown-coached team in '04 managed only a br…
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EP 112: Mike Maples (Founding Partner, Floodgate): What Makes Startups Win & The Future of Venture Capital
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Mike Maples is an 8x Midas List investor and founding partner at Floodgate Fund. In our conversation, we dive into his latest book, "Pattern Breakers: Why Some Startups Change The Future." Mike shares his frameworks on how top startups beat incumbents by redefining categories, and he reflects on his worst and best decisions. We also discuss what th…
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EP 111: How Josh Reeves (CEO, Gusto) Built a $10B Company Serving Small Businesses
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Josh Reeves has built Gusto into a nearly $10B company with over $500M in ARR, serving small businesses. In our conversation, Josh delves into Gusto’s 13-year journey, sharing insights on how they achieved product-market fit by initially targeting a very narrow niche. He also highlights the tactics they’ve used to build an intentional culture of hu…
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We travel back 40 years to revisit 1984 in sports. In Part 1 we talk about a number of sports including hockey, the Olympics, and even pro wrestling. But the heart of this episode is basketball: from Patrick Ewing's Georgetown Hoyas to Bobby Knight's Gold Medical Olympic Team, to Bernard King's suprising Knicks. And of course, the classic '84 Final…
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EP 110: How Eric Glyman (CEO, Ramp) Runs One of The Fastest Growing Startups
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Eric Glyman (CEO, Ramp) shared his operating playbook for leading one of the fastest-growing startups on his second appearance on the podcast. We also explored the unique ways Ramp leverages AI internally, strategies for startups to build moats in AI, and the concept of self-driving money. We concluded with one of the most profound and thoughtful d…
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The Yankee Firings of Billy Martin
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Most baseball fans know that George Steinbrenner fired Billy Martin as Yankee manager 5 times in just over a decade. But every firing has its own unique story. In this episode we delve into each of the five firings and tell the story behind them. Books to complement this episode: Billy Martin: Baseball's Flawed Genius by Bill Pennington The Bronx Z…
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EP 109: Sebastian Siemiatkowski (CEO, Klarna) on the Future of Klarna, Valuation Changes and AI in Finance
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Klarna CEO Sebastian Siemiatkowski led the rise from a profitable business to their peak $50 billion valuation, in which they were burning $150 million a month. In my latest episode, Sebastian shares how he turned Klarna back to profitability and discusses Klarna’s ongoing pursuit of creating a digital financial assistant. He also reflects on their…
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SHN Presents: This Day in Sports History - SHN Trailers
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When Football Is Football is part of the Sports History Network - The Headquarters For Sports Yesteryear. HIGHLIGHTED SHOW: THIS DAY IN SPORTS HISTORY Relive the greatest moments in sports every day of the year. From the triumphs to the tragedies, the first to do it to the last time it happened, the unbelievable to the strange, This Day in Sports H…
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EP 108: Olivier Pomel (CEO, Datadog) Shares Every Lesson From Scaling to $40B
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Olivier Pomel built Datadog into a $40B company while burning only $25M in capital. In our conversation, he shares the fundraising lessons, operating principles, and core insights that made this possible. He also discusses the pros and cons of building a tech company in NYC, how early-career professionals should approach learning AI tools, how Data…
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"Last Comiskey" with Ken Smoller
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Andrew and Dan are joined this week by author and photographer Ken Smoller whose book "Last Comiskey" chronicles the 1990 Chicago White Sox, a surprisingly good team playing their last season in historic Comiskey Park. This was an exciting conversation that branched off into a bunch of fun stadium-related topics, and we hope you all enjoy listening…
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EP 107: Steve Kaufer (Co-Founder, Tripadvisor) - Why He Left & What He’s Building Now
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Steve Kaufer led Tripadvisor to multi-billion dollar success over a 20+ year run as CEO. He discusses getting acquired and spun out from IAC, becoming a public company CEO, and his biggest operating lessons from his decades-long journey. Steve also shares behind-the-scenes of his new venture, Give Freely, and reflects on his entrepreneurial path. (…
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EP 106: How Bill Shufelt (CEO, Athletic Brewing) Built Athletic Brewing - Every Plot Twist Along The Way
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Since 2017, Bill Shufelt (CEO, Athletic Brewing) went from hedge fund trader to the CEO of the leading producer of non-alcoholic craft beer. Unlike the typical tech-focused chats, this one centers around a product many have fallen in love with. In the conversation, Bill tells stories of the unscalable but crucial strategies he used to build a brand…
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The Dark Years: The 1990's Lakers
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It's the next in our series on the "dark years" the years before (or between) a franchise's legendary dynasty years. Last time we covered the 1980's Steelers, this time it's the 1990's Lakers. From the end of "Showtime" to the dawn of the Shaq-Kobe-Phil years. We cover the Cedric Ceballos disappearance, the many Magic Johnson returns, and the coach…
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EP 105: Vlad Tenev (CEO, Robinhood): The Meme Stock Crisis, The Future of Crypto, and AI Opportunities in Finance
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In the midst of meme stock craziness, Robinhood CEO Vlad Tenev shared his most eye-opening insights from running the company that transformed the game for retail investors. He talks about Robinhood’s new Gold Card, his views on crypto, the media side, how artificial intelligence could change finance, and more. (00:00) Intro (03:27) The Origin of th…
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Great Teams That Didn't Win Championships
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Hello Old Sports is part of the Sports History Network - The Headquarters For Your Favorite Sport's Yesteryear. EPISODE SUMMARY Our latest episode takes us all over the place as we talk about some of the great teams in sports history that should have won championships but didn't! Some choked, some were unlucky, but all were disappointing. From the …
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EP 104: Sam Altman (CEO, OpenAI) talks GPT-4o and Predicts the Future of AI
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On the day of the ChatGPT-4o announcement, Sam Altman sat down to share behind-the-scenes details of the launch and offer his predictions for the future of AI. Altman delves into OpenAI's vision, discusses the timeline for achieving AGI, and explores the societal impact of humanoid robots. He also expresses his excitement and concerns about AI pers…
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EP 103: The Untold Story of Marcus Ryu (Co-Founder Guidewire & Partner at Battery Ventures) Scaling to $10B and Diving into VC
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After 18 years leading Guidewire (~$10B), Marcus Ryu made the transition from CEO to partner at Battery Ventures. In the episode, Marcus shares his journey of co-founding Guidewire in 2001, steering the company through its IPO in 2012, and building one of the largest vertical software businesses in the world. He shares his insights on how to build …
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EP 102: Armon Dadgar (Co-Founder, HashiCorp) Reflects 48-Hours After Selling to IBM
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After last week’s announcement that IBM is acquiring HashiCorp for $6.4B, HashiCorp co-founder Armon Dadgar discussed a few behind-the-scenes elements of the acquisition and HashiCorp’s full journey from the early days. Armon shares some of his biggest lessons from the journey, from fundraising to community building and more. (00:00) Intro (01:17) …
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EP 101: Andrew Bialecki (CEO, Klaviyo) on Building a $6B Software Company - Klaviyo’s Uncharted Path
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Before Andrew Bialecki took Klaviyo public and scaled the company to $6B, he bootstrapped it to over $1M in ARR. In our discussion, Andrew reveals his philosophies around fundraising, finding the best talent, cultivating entrepreneurship inside Klaviyo, scaling culture, and more. (00:00) Intro (01:13) Klaviyo's Bootstrap Beginnings (09:37) The Stra…
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EP 100: Jeremy Levine (Partner, Bessemer) Reflects on His Best and Worst Investments
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After 23+ years in venture capital, Jeremy Levine has thrived in many eras, taking risks on now-iconic companies like LinkedIn, Shopify, Yelp, Pinterest, and more. In our discussion, Jeremy shared stories behind these investments and the mindsets he’s developed along the way. We also explored how the VC landscape has evolved over the last 20 years …
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EP 99: Garret Langley (CEO, Flock Safety) - The $4B Tech Startup Solving Crime with AI
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Garrett Langley is the CEO of Flock Safety, a $4B company helping solve 10% of US crimes with AI-powered tech. Garrett offers an in-depth look into Flock Safety’s ambitious vision to eliminate crime in America and all the operating lessons he’s learned along the way, including how to build a strong and motivated team, keep people accountable, and l…
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hello bardo, welcome groundlessness w/ Susanne Hutzler
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"Bardo is an intermediate, transitional, or liminal state between death and rebirth", says Wikipedia. But how does bardo correlate with initiation and personal growth since it is a constant death and resurrection show? And how can one use bardo states? Susanne Hutzler is a Bardo Danceress and a experienced bardo traveller. Together with Gabriel she…
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Hello Old Sports is part of the Sports History Network - The Headquarters For Your Favorite Sport's Yesteryear. EPISODE SUMMARY One of the greatest players of 19th Century Baseball, the great Mike "King" Kelly is perhaps the first sports celebrity in American History. Through 16 seasons, Kelly played in 3 major leagues, and crossed paths with legen…
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Random Team Challenge: 2002 Tampa Bay Buccaneers
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Hello Old Sports is part of the Sports History Network - The Headquarters For Your Favorite Sport's Yesteryear. EPISODE SUMMARY Another in our random team challenges, this time the 2002 Super Bowl Champion Tampa Bay Buccaneers! Contact the show at HelloOldSports@gmail.com and find us on Facebook at www.facebook.com/HelloOldSports…
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EP 98: Sanjit Biswas (CEO, Samsara) on Building to $20B: The CEO Behind One of The Fastest Growing Startups Ever
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In less than 8 years, Sanjit Biswas scaled Samsara from 0 to over $1B ARR. In our latest conversation, Sanjit shares all the lessons he’s learned about running a hyper-growth organization, including all the changes he’s made since growing and selling his first company Meraki to Cisco for $1.2B and going on to scale Samsara to $20B. A great episode …
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EP 97: How Aravind Srinivas (CEO, Perplexity) is Disrupting Google Search with AI
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One of the most preeminent AI founders, Aravind Srinivas (CEO, Perplexity), believes we could see 100+ AI startups valued over $10B in our future. In the episode, we discuss why Perplexity decided to compete with Google and Aravind shares predictions for the utopian future of artificial intelligence. He also discusses the differences between workin…
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EP 96: Tracy Young (CEO, TigerEye) Emerges from Stealth and Shares Every Mistake She Made As A First-Time CEO
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This week, Tracy Young launched her second startup, TigerEye, from stealth mode. After selling PlanGrid to Autodesk for $875 million and working with YC for a couple of years, Tracy and her husband/co-founder decided to build the software they wished they’d had while building PlanGrid. In our conversation, Tracy unmasks her vision for TigerEye and …
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Industry Episode with Zach Weinberg: Market Trends, Avoiding Hiring Bulls***ers, and Who Will Win In AI
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Zach Weinberg is the Co-Founder and CEO of Curie.Bio, which has raised over $500 million to combine early-stage investing in biotech and drug discovery copiloting. He is also the co-founder of Flatiron Health, which sold to Roche for $1.9B, and Invite Media, which sold to Google when he was 21. In the episode, Zach dives into the current venture ma…
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EP 95: Tooey Courtemanche (CEO, Procore) Everything This Veteran CEO Would Tell Founders After Building To $11B
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Tooey Courtemanche has been the CEO of Procore for over two decades, bringing the company from $0 to over $1B ARR and a $11B+ valuation today. In my latest episode, we explore how Tooey built the #1 Construction Management Software company, including his strategies for maintaining a talented team, his mindsets for tough times, lessons from mentors …
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EP 94: Niraj Shah (CEO, Wayfair) Building To $10B in Home Decor Revenue
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Niraj Shah is the Co-founder and CEO of Wayfair. In this episode, Niraj shares Wayfair’s journey from a collection of 250 sites generating $500 million in revenue to a single, unified brand achieving over $10 billion in online sales of home goods and furniture. He explains the challenges of overseeing a vast e-commerce platform with more than 10,00…
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Hello Old Sports is part of the Sports History Network - The Headquarters For Your Favorite Sport's Yesteryear. EPISODE SUMMARY Join us for the final of three episodes of the 2023 Hello Old Sports In Memoriam. In this episode we commemorate the lives and legacies of Brooks Robinson, Russ Francis, Tim Wakefield, Dick Butkus, Frank Howard, Bobby Knig…
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Parker Conrad (CEO, Rippling): The Zenefits Redemption Story That Led to Rippling ($11B)
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In this memorable episode from our podcast archives, we revisit our conversation with Parker Conrad, Co-Founder of Rippling and former CEO of Zenefits. Parker opens up about his entrepreneurial path, detailing everything from fundraising challenges to his departure from Zenefits and the founding of Rippling. We also discuss the dynamics between VCs…
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Best and Worst Super Bowls of All Time
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Hello Old Sports is part of the Sports History Network - The Headquarters For Your Favorite Sport's Yesteryear. EPISODE SUMMARY Just in time for the big game we put together our list of the best and worst Super Bowls in NFL history! Contact the show at HelloOldSports@gmail.com and find us on Facebook at www.facebook.com/HelloOldSports…
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Hello Old Sports is part of the Sports History Network - The Headquarters For Your Favorite Sport's Yesteryear. EPISODE SUMMARY Join us for the second of three episodes of the 2023 Hello Old Sports In Memoriam. In this episode we commemorate the lives and legacies of Dave Wilcox, Dick Groat, Vida Blue, Joe Kapp, Denny Crum, Don Denkinger, Jim Brown…
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EP 93: Filip Kaliszan (CEO, Verkada) AI Security Cameras to $3.5B Company
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Filip Kaliszan is the Co-Founder and CEO of Verkada, one of the fastest-growing private companies out there today. In the episode, Filip discussed many of the first principles decisions he has made in growing Verkada into a $3.5B business that employs over 2000 people. He also dives deep into their 2021 hack, what it was like dealing with that cris…
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EP 92: Mike Volpi (Partner, Index Ventures) Top AI Investor Predicts How The AI Wave Will Play Out
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Mike Volpi is a top AI investor and GP at Index Ventures, where he’s invested in companies such as Confluent, Scale AI, Sonos, and many others. In our discussion, Mike reveals the frameworks he uses for making investment decisions and his predictions on the trajectory of the AI wave. He also shares stories from his early career at Cisco, what made …
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EP 91: How George Kurtz (CEO, Crowdstrike) Built A $65B+ Company
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George Kurtz is the CEO of CrowdStrike, a $65B+ public cybersecurity company. In this episode, George reveals the surprising intricacies of paying ransom and discusses how CrowdStrike is dealing with increasing cybercrime in the age of AI. We also talk about CrowdStrike’s early days, including how the company found product market fit and the operat…
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Hello Old Sports is part of the Sports History Network - The Headquarters For Your Favorite Sport's Yesteryear. EPISODE SUMMARY This week on Hello Old Sports we begin our look back at some of the sports figures who lost their lives in 2023. Join us for the first of three episodes of the 2023 Hello Old Sports In Memoriam. In this episode we commemor…
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