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Harry Stebbings Podcasts

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The Twenty Minute VC (20VC) interviews the world's greatest venture capitalists with prior guests including Sequoia's Doug Leone and Benchmark's Bill Gurley. Once per week, 20VC Host, Harry Stebbings is also joined by one of the great founders of our time with prior founder episodes from Spotify's Daniel Ek, Linkedin's Reid Hoffman, and Snowflake's Frank Slootman. If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show note ...
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Biography

Wouter Teunissen

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Biography is a chronological deep dive into the lives of tech founders and builders. No polished origin stories - just raw conversations about obsession, burnout, reinvention, and the slow, uncertain process of building something meaningful. Each episode unpacks the messy truth behind the journey, from broke to breakout. Video episodes on Spotify.
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What’s the point in success if you can't enjoy it? Contrary to popular belief, business growth doesn’t have to come at the sacrifice of personal growth. This show enables conscious entrepreneurs to become the masters of their minds so they can create massive impact with ease, enjoy the journey, and avoid burnout. You’ll discover: How to overcome mental blocks and create a mindset that allows you to achieve everything you want in life and business Practical ways to go from feeling stressed an ...
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Building Nexcast chronicles the many ups and downs of working with a team to execute a vision and bring a product to the world. Appropriate to the medium, this product is a podcast app and new platform that aims to make podcasting better for everyone. This is not a business podcast or a tech podcast - it is a peek into the lives of struggling entrepreneurs who want to build something that benefits the community. The ultimate goal is to build the "People's Podcast App" - one that has all the ...
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David George is a General Partner at Andreessen Horowitz, where he leads the firm's Growth investing team. His team has backed many of the defining companies of this era, including Databricks, Figma, Stripe, SpaceX, Anduril, and OpenAI, and is now investing behind a new generation of AI startups like Cursor, Harvey, and Abridge. AGENDA: 03:05 – Why…
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Raaz Herberg is the Chief Marketing Officer and VP Product Strategy at Wiz, the fastest-growing cloud security company in history. As one of the first 10 employees, Raaz has helped scale the business from nothing to a multi-billion-dollar ARR business. Before Wiz, Raaz was a Senior PM working on Azure at Microsoft. AGENDA: 03:51 What No One Knows A…
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AGENDA: 03:46 SpaceX's $800 Billion Valuation: A Deep Dive 09:18 IPO Market Predictions for 2026 18:18 Netflix's Bold Move: Acquiring Warner Brothers 27:43 Tiger's New Fund Strategy 33:02 Databricks' Head of AI $500 Million Seed Round 36:38 Harvey Raises $160M at an $8BN Valuation 48:22 Will LLMs Kill the App Layer 01:02:02 Google's AI Capabilities…
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Today we welcome a true sporting legend. Bryan Habana is a 100+ cap Springbok, a World Champion and joint highest tryscorer in Rugby World Cup history, a man who races cheetahs. As I’m sure you’ve noted this is our longest show yet. That is because it’s also one of the best. Rugby sits at the heart of it, but the personal stories bring a side to an…
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Tarek Mansour is the Co-Founder and CEO @ Kalshi, the leader in the world of prediction markets. Just last week, they announced their $1BN raise at an $11BN valuation. In total, they have raised $1.59BN from some of the best, including Sequoia, a16z, General Catalyst, IVP, Meritech, and more. They also last week announced exclusive partnerships wit…
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Hello and welcome to Business of Sport: The Breakdown, a brand new show where we will be reviewing the week’s biggest stories from sport business. Hosted by Charlie Stebbings & Charlie Methven, the former CEO of Sunderland and Charlton among multiple other roles in sport with organisations such as McLaren and The Jockey Club,The Breakdown will anal…
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Bending Spoons is the acquisition machine of the tech world. They have acquired the likes of Evernote, Vimeo, Eventbrite, Streamyard and more. However, they never open their gates to the secrets behind Evernote's product machine. Today that changes with Federico Simionato joining 20Product. Fede has been a Product Lead at Bending Spoons for 8 years…
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AGENDA: 04:20 Thrive and OpenAI Partnership 07:14 Databricks Raising $5BN at $134BN Valuation: Cheap or Not? 17:39 Eventbrite Acquired by Bending Spoons for $500M 21:39 Pagerduty's $1BN Market Cap, Just 2x Revenue 26:59 The TAM Trap: Why SaaS Is Like Japan 37:42 Lessons from Companies Hitting $100M ARR 44:57 The Future of Labour Markets is F****** …
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Sir Andrew Strauss is the last England Captain to win the Ashes in Australia. So what better time to get him in the hotseat. Aside from the timing being perfect, this is a show I have wanted to do from day one. That is not just because he is one of England’s greatest captains and batsmen, but he has also played an integral role in shaping the succe…
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In this episode, Wouter Teunissen sits down with Job van der Voort, founder and CEO of Remote.com, to unpack how he built one of the most valuable startups and what the future of company building looks like in the age of AI. Before Remote, Job studied neuroscience and psychology, then joined GitLab as one of its first employees, helping it scale in…
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Jonathan Siddharth is Founder and CEO of Turing, one of the fastest-growing AI companies advancing frontier models. Jonathan has led the company to an astonishing $300M ARR with just $225M raised and a profitable company. A Stanford-trained AI scientist, Jonathan previously helped pioneer natural language search at Powerset, which was acquired by M…
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John McMahon is widely regarded as one of the greatest enterprise-software sales leaders of all time. He's the only person to have served as Chief Revenue Officer at five public software companies: PTC, GeoTel, Ariba, BladeLogic and BMC Software. He helped scale BladeLogic from a startup into a public company — ultimately leading to its ~$880M sale…
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AGENDA: 04:06 Anthropic's $30BN Investment from Microsoft and NVIDIA 07:01 Google vs. OpenAI: Sam Altman's "War Mode" Memo 15:27 NVIDIA's Customer Concentration: Bull or Bear 22:12 Is "War Mode" BS: Does Hyper-Aggressive Ever Work? 36:12 Sierra Hits $100M ARR: Justify $10BN Price? 46:14 Implementation is the Biggest Barrier to Enterprise AI Growth …
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Emily Frazer is the CEO of Matchroom Multi Sport. She's led the charge in transforming sports like 9-ball pool into fast-growing, commercially compelling global properties, building new formats, elevating athlete storytelling, and bringing fresh audiences into what we could call a challenger landscape. The Multi-Sport story was told to perfection i…
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Maor Shlomo is the Founder and CEO of Base44, the AI building platform that Maor built from idea to $80M acquisition by Wix, in just 8 months. Today the company serves millions of users and will hit $50M ARR by the end of the year. Before Base44, Maor was the Co-Founder and CTO of Explorium. AGENDA: 00:05 – 00:10: How Vibe Coding is Going to Kill S…
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Max Altman is Co‑Founder & Managing Partner at Saga Ventures, a US$125 M early‑stage fund. Before Saga Max was an investor with Apollo Projects, Hydrazine Capital and Altman Capital (where he helped deploy over US$500 M) into breakout names such as Rippling and Reddit. AGENDA: 03:55 – Venture Capital Is FULL of Tourists With Single-Digit IQs 06:20 …
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AGENDA: 04:47 Cursor Raises $2.3BN at $29BN Valuation 11:36 What Gemini 3 Means for Lovable, Cursor and Replit 30:54 Peter Thiel and Softbank Sell NVIDIA: The Bubble Bursting? 48:54 Oracle Credit Default Swaps: The Risk is Increasing 01:07:22 Stripe Does Tender at All-Time High: Why the Best Companies Will Never IPO 01:19:18 Why Retail WIll Cause a…
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IT’S ASHES WEEK. One of the biggest occasions of the sporting year is here, and with it we have a special show unlike any other we’ve done before. The Barmy Army is so influential it has made it into the Oxford Dictionary: to quote…it is a term for a group of passionate, noisy, and dedicated fans who support the English national cricket team, espec…
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It takes ten years to become an overnight success, they say. At the eight year mark, Topjaw’s Jesse Burgess and Will Warr very nearly tapped out. The pair had been making longish-form food-adjacent YouTube videos since 2015 — things like a 21-minute, three part series on the best burger in London. (“We haven’t exactly moved on,” laughs Will now.) I…
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Rugby is facing a massive few years. A battle to demonstrate financial sustainability, the need for players to build brands that can compete with sport’s biggest stars, a threat to established systems from challenger leagues; it’s sink or swim time, if that’s not being too dramatic. Dan Biggar is one of the game’s great fly-halves (though he’d neve…
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Dr. Andrew Ng is a globally recognized leader in AI. He is Founder of DeepLearning.AI, Executive Chairman of LandingAI, General Partner at AI Fund, Chairman and Co-Founder of Coursera. As a pioneer in machine learning Andrew has authored or co-authored over 200 research papers in machine learning, robotics and related fields. In 2023, he was named …
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Carl Rivera is the Chief Design Officer at Shopify, where he previously led both Merchant Services and the Shop App as VP of Product. Before joining Shopify through its acquisition of Tictail, Carl was the co-founder and CEO of Tictail, the "Tumblr for e-commerce," where he built one of the most beloved design-forward commerce platforms of its era.…
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In this episode, Wouter Teunissen sits down with Harry Stebbings, founder of 20VC, to explore how he turned a teenage side project into one of venture capital’s most influential media empires. At just 18, Harry launched The Twenty Minute VC from his childhood bedroom. Within a few years, it became the go-to show for the world’s top investors and fo…
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Caspar Lee made his first YouTube video at the age of 16 and made his first million from the platform at the age of 21. Now, he is the founder of three businesses that have put some of what he learned in that world into action — an influencer marketing agency, a creator management company, and Creator Ventures, a VC fund with $65m under management,…
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AGENDA: 04:22 Sequoia's Leadership Transition 09:46 Michael Burry's Big Short on Nvidia and Palantir 17:41 Gamma Raises $100M at a $2BN Valuation 32:34 Does Defensibility Exist Today When Copying is Easy 40:31 Should All Funds Be Way More Diversified 47:12 How to Run a Fundraising Process & What Not To Do 57:57 Datadog Surges 20% and Duolingo Crash…
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Multi-club ownership groups have had a tough year in the eyes of many, with high profile cases around Crystal Palace & Lyon as well as Forest & Olympiacos showing the competitive risk of one owner or group having too much control over multiple entities. But, and it is a big but, this model can be a hugely valuable business and performance structure…
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Ev Randle is a General Partner @ Benchmark, one of the best funds in venture capital. In their latest fund, they have Mercor ($10BN valuation), Sierra ($10BN valuation), Firework ($4BN valuation), Legora ($2Bn valuation) and Langchain ($1.4Bn valuation). To put this in multiples on invested capital, that is a 60x, two 30x and two 20x. Before Benchm…
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Netflix shouldn’t exist today. They should’ve been crushed with the 2001 dot-com crash. Yet they survived, even after laying off 40% of the company. Blockbuster Online was minutes away from stealing the entire market-share Netflix had painfully built up. Yet they survived. And after spending $100 Million of the companies $300 Million in cash on lau…
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Chad Peets is one of the greatest sales leaders and recruiters of the last 25 years. From 2018 to 2023, Chad was a Managing Director at Sutter Hill Ventures. Chad has worked with the world's best CEOs and CROs to build world-class go-to-market organizations. Chad is currently a member of the Board of Directors for Lacework and Luminary Cloud and on…
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AGENDA: 04:27 Navan's IPO: Winners, Losers and 20% Crater 12:55 Harvey Raises $150M at an $8BN Valuation 35:36 Was Sam Altman Wrong to Snap at Brad Gerstner 41:25 Why GOOG is a Buy and Amazon is a Short 47:43 Meta Down 10%, Buy or Sell? 51:12 If You Have Not Accelerated with AI, You Are Dead 01:05:20 Why Now is the Best Time for Series A and Worst …
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The celebrity investor coming into football as part of an ownership group is nothing new these days, but there were more than a few eyebrows raised when it was announced that Snoop Dogg, alongside footballing legend Luka Modric, had become a minority investor in Swansea. There must be something in the Welsh water. Swansea is storied club with a hug…
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Joelle Pineau is the Chief AI Officer at Cohere, where she leads research on advancing large language models and practical AI systems. Before joining Cohere, she was VP of AI Research at Meta, where she founded and led Meta AI's Montreal lab. A professor at McGill University, Joelle is renowned for her pioneering work in reinforcement learning, rob…
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“You really have to be unwaveringly obsessed..." Harry Stebbings’ career began at the age of 13, when he watched The Social Network — David Fincher and Aaron Sorkin’s brooding portrayal of the earliest days of Facebook. But whereas many of us watched that film and thought: “I’d quite like to be a tech founder”, Harry watched it and thought: “Gosh. …
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🎧 20VC x Tim Ferriss — Full Episode Timeline 00:00 – "How Do You Stay True to Yourself When You Have to Perform for the World?" 06:00 – "Why Tim Ferriss Refused to Go All-In on YouTube" 09:00 – "You Don't Need 10 Million Fans—You Need 1,000 True Believers." 12:00 – "The Internet Is Not a Relevance Machine—It's a Sensationalism Machine." 15:00 – "Mo…
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AGENDA: 05:17 OpenAI's Restructuring: Winners and Losers 17:17 Andreessen Horowitz's Raise $10BN in New Funds 26:38 Mercor Raises $350M at a $10BN Valuation 43:08 Spray and Pray: Does it Work: Data Breakdown 47:04 The Role of Option Checks Venture Capital 48:36 The Three Ways to Win in VC Today 54:26 Why IRR is a BS Metric and What Matters More 01:…
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What does women’s football need to do to match men’s? Could it be even bigger? What is currently holding it back? Every so often, we have a chat on this show which pushes beyond the surface of sport. The potential, growth and popularity of women’s football has become a feature of macro conversation for years, but finding someone with the credibilit…
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The Robinhood Biography is a podcast about the 13 year history of how two Stanford Graduates (Vlad Tenev and Baiju Bhatt) created the world's first mobile-first trading app, ushered in the age of retail-investing and slowly built out a super app. Robinhood today is worth over $120 Billion but after going public in 2021 at a $32 Billion valuation, t…
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David Cahn is a Partner at Sequoia Capital and one of the world's leading AI investors. At Sequoia David has led investments in Clay, Juicebox, Sesame, Kela, Stark, etc.. Before Sequoia, David was a General Partner @ Coatue where he led investments in Notion and Hugging Face. AGENDA: 00:00 We Are in an AI Bubble 05:04 Why Building Physical Data Cen…
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Sandy Diao is one of the most exceptional growth leaders of the last decade. Sandy has scaled products to over 200M+ users and led growth teams at Descript, Meta and Pinterest. She is also a prolific writer all on things growth here. AGENDA: 03:59 Biggest Growth Lessons from Pinterest 08:01 What is a Good vs a Bad Growth Hypothesis 11:11 Common Mis…
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AGENDA: 04:50 Benchmark's New Partner: Everett Randall 10:19 Revolut Raises $3BN at a $75BN Valuation: Another Loss for Public Markets? 28:39 Why Today is as Bad as the Hype of COVID in 2021 32:10 Why Vertical SaaS is a Bad VC Investment Today 36:14 Why Everyone Investing in Legal SaaS Will Lose Money 44:16 Why King Making is More Real Than Ever 55…
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Alex Bouaziz is the Co-Founder and CEO @ Deel, the $17BN global payroll juggernaut that just last week announced their latest $300M fundraise led by Ribbit, a16z and Coatue. Deel has been on the most insane journey, they do $1BN+ in ARR, they just had their first $100M revenue month and they have been profitable for over 3 years. AGENDA: 03:38 Anno…
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In this episode, Wouter Teunissen sits down with Dylan Fox, the founder of AssemblyAI, to unpack how he built one of the fastest-growing AI infrastructure companies from scratch. For decades, speech recognition was stuck in the past, clunky APIs, outdated models, and enterprise-only access. Dylan saw it up close while working as an engineer at Cisc…
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What is the world of LIV Golf really like? Cutting through all the noise and the image portrayed of a league propped up by PIF money incapable of supporting itself, is there another side? That’s what we take a look at with this week’s guest James Dunkley, Team Principal of Majesticks Golf Club, one of the 13 teams that compete on the tour. There is…
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Zach Lloyd is the Founder and CEO of Warp, the next-generation developer terminal reinventing how engineers build and collaborate. Warp has raised over $70M from top-tier investors including Sequoia Capital, GV, Dylan Field, and Elad Gil. Before founding Warp, Zach was Principal Engineer at Google, where he led development of Google Docs, and later…
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AGENDA: 03:44 Rory Is So Old He Worked with Arthur Rock!!! 07:28 Goldman Sachs Acquires Industry Ventures for $665M 16:37 Thinking Machines Co-Founder Raises $2BN and Then Leaves for Meta 29:36 SoftBank Goes for $5BN Leverage Against ARM Stock To Buy More OpenAI 39:35 More Data Centres Than Offices: Are We In a Bubble 43:28 Where is the Alpha in Ve…
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Today, we’re delighted to welcome Pablo Longoria to the show. Pablo is President of french football giant Marseille, marking a welcome venture for us into European football! Make no mistake, this is a huge club steeped in history, the most passionate fans, and a global brand. Managing all of this from a business perspective is a serious job. Then o…
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Mike Cannon-Brookes is the Co-Founder and Co-CEO of Atlassian, the $50BN software giant behind products like Jira, Confluence, and Trello. Since founding the company in 2002, he has scaled it to over 300,000 customers globally, generating more than $5BN in annual revenue. Atlassian now employs over 10,000 people across 13 countries and is one of th…
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Chris Degnan is the former Chief Revenue Officer at Snowflake, where he was instrumental in scaling the company from less than $1M in ARR to over $3B in annual revenue. He joined as the first sales hires and built Snowflake's go-to-market engine from scratch, growing the team from to more than 6,000 globally. Under his leadership, Snowflake became …
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This episode is about Daniel Ek and the lessons I have learned from studying his life and the creation of Spotify. If you want to learn how to apply leverage to your company and life, how to create a product so compelling you turn an entire industry around from losing billions, to new all time highs…. then I think you’ll enjoy this. Follow me on Tw…
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The Spotify Biography is a podcast about the 20 year history, of the unlikely story of how two Swedish founders (Daniel Ek and Martin Lorentzon) created the most valuable music company in the world, against all odds. Turning Spotify into a $100 Billion Company, and saving the music industry against all odds. This is, the history of Spotify, told in…
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