Best Go Faster Stripe Podcasts (2025)

1
RHLSTP 577 - Bernie Clifton (Part 1) 1:01:22

21h ago1:01:22

1:01:22

RHLSTP #577 - From Clogs to Biscuit Tins - Richard is at the Crossed Wires Festival in Sheffield where his guest is the legendary Bernie Clifton, a man with so many stories that we couldn’t get them into one podcast (and to be fair we didn’t have time to get them all into two). And it’s a couple of great weeks coming up for anyone who thinks Richar…

1
How This 25-Year-Old Built A $675M Legal AI Startup (With No Legal Experience) 45:25

1d ago45:25

45:25

In this episode of Founder Firesides, YC General Partner Gustaf Alströmer is joined by Max Junestrand, co-founder and CEO of Legora, one of the fastest-growing legal AI startups in the world. In just 13 months, Max and his team scaled from 10 to 100 people, raised $80M, and cracked the challenge of selling to one of the most skeptical industries. M…

1
20VC: Do Margins Matter in AI? | Is Defensibility Gone For Good? | Is Vertical SaaS Dead in a World of AI | What SaaS Rules Are BS and No Longer Apply in a World of AI | The Future of Venture: Why Chanel ... 1:21:03

3d ago1:21:03

1:21:03

Byron Deeter is a Partner at Bessemer Venture Partners, and one of the most renowned SaaS investors. Byron has led 19 unicorn investments, including IPO successes like ServiceTitan, Procore, Twilio, Box, Gainsight, Intercom, DocuSign, SendGrid. His portfolio includes eight companies that have gone public. Insane. Agenda: 00:00 – Why are the stakes …

1
Retro RHLSTP 111 - Amy Gledhill 1:06:23

3d ago1:06:23

1:06:23

#384 Rolf Harris Tattoo - Alleluia Alleluia, He is Risen! It’s Easter Monday and Rich has been schooled in Christian traditions by his kids. His guest is the best Edinburgh Comedy Prize by at least one metric, Amy Gledhill. It’s an old-school, crazy fun loose chat with a comedian and it’s giddy fun all the way, encompassing what is the best crisp t…

1
20VC: Databricks at $100BN | Chamath’s SPAC Revival: Peak Mania? | OpenAI Staff Cash Out Billions & Sam Altman Will Spend Trillions | CoreWeave’s $11B Debt Bet & Nubank’s $2.5B Profit Shocker 1:27:58

7d ago1:27:58

1:27:58

Agenda: 00:00 – Databricks hits $100B: Bubble or just the beginning? 03:15 – Is Databricks actually undervalued at 25x revenue? 07:40 – Are we on the verge of the biggest IPO wave ever? 11:30 – Can Andreessen’s Databricks bet return $30B+? 18:10 – Who really gets rich when mega-unicorns IPO? 19:30 – Is the return of Chamath’s SPACs the ultimate bub…

1
20VC: Lovable CEO Anton Osika on $120M in ARR in 7 Months | The Honest Truth About Defensibility and Unit Economics for AI Startups | The State of Foundation Models: Long Grok, Short OpenAI, Why | Replit ... 1:08:48

10d ago1:08:48

1:08:48

Anton Osika is the Co-Founder and CEO @ Lovable, the fastest growing company on the planet. In just 7 months, they have scaled from $0 to $120M in ARR. They have raised over $200M in funding from some of the best including Accel, Creandum and 20VC. Their latest round priced the company at a whopping $2BN. Agenda for Today: 00:00 – Is AI an Arms Rac…

1
RHLSTP 576 - Andrew O'Neill 57:12

10d ago57:12

57:12

RHLSTP #576 - Dog Sharpener - A big storm is supposed to hit Edinburgh today, but so far it’s just been a bit blowy, though maybe the storm will manage to make an appearance in the show. Richard is talking to comedian and rock star Andrew O’ Neill. Will Rich remember to use the correct non-binary terms or will he fuck up immediately? Who knows? The…

1
The Sales Playbook for Founders | Startup School 18:38

12d ago18:38

18:38

Navigating B2B sales for the first time can feel slow and overwhelming.Drawing from his experience founding Monzo and GoCardless, YC's Tom Blomfield shares his playbook for running a tight sales process that lands real, recurring revenue. He walks through each step—free and paid pilots, opt-out contracts, long-term deals—and shows how to prove valu…

1
20VC: 15 Term Sheets in 7 Days and Choosing Benchmark | Harvey vs Legora: Who Wins Legal and How to Play When You Have $600M Less Funding | Are AI Models Plateauing Today | Building a 9-9-6 Culture From ... 1:20:48

13d ago1:20:48

1:20:48

Max Junestrand is the Co-Founder and CEO @ Legora, the collaborative AI powering the next generation of lawyers. Now this is an insane story for many reasons; first, Max turned down a multi-million dollar career in gaming to build Legora. Second, he has raised from the best of the best including Benchmark and IVP. Third, he has scaled the firm with…

1
20VC: GPT5: Sam Altman's Masterplan or a Gift To Anthropic | Palantir & Shopify Crush Earnings | Monday & Datadog Perform But Hit Hard by Wall St | Should Perplexity Buy Chrome for $34.5BN | 1:22:01

14d ago1:22:01

1:22:01

AGENDA: 00:04 – Was GPT-5 the Biggest AI Letdown Yet? 00:17 – Is OpenAI’s Real Target Anthropic’s $6B Revenue? 00:22 – Why Anthropic Might Secretly Be Worried 00:28 – The Hidden Business Strategy Behind OpenAI’s “Underwhelming” Launch 00:32 – Should Perplexity Really Try to Buy Chrome for $34.5B? 00:35 – The $3B N8N Deal: Genius Bet or Bubble FOMO?…

1
20VC: Figma, Scale, Wiz: Inside Index's Decacorn Factory | Decision-Making, Investment Process, Biggest Lessons, Biggest Misses | Why Gross Margin is a Fallacy at Seed | Never Turn Down a Deal on Price ... 1:19:50

17d ago1:19:50

1:19:50

Martin Mignot is a Partner at Index Ventures, the best-performing fund in the world right now. In the last three months, they have sold Wiz for $ 32 billion, sold Scale for $14.9 billion, and IPO'd Figma as the largest investor. In addition to this, they are the largest or second-largest shareholders in Roblox, Revolut, Adyen and Datadog. Agenda fo…

1
RHLSTP 575 - Zainab Johnson 56:42

17d ago56:42

56:42

RHLSTP #575 - Creepy Gandhi - It’s Richard’s second live Edinburgh podcast and he’s got some berry facts that will astound you. His guest is US comedian, actor and writer Zainab Johnson. They chat about whether her name is unique, growing up with 12 siblings, the terrible accident that changed her life, whether having one ball counts as a disabilit…

1
Figma CEO Dylan Field: How AI Will Transform Design 40:36

19d ago40:36

40:36

Dylan Field on June 17th, 2025 at AI Startup School in San Francisco.Dylan Field co-founded Figma to bring the design process online and make it multiplayer. From a meme maker built on WebGL to a design platform powering millions, Figma’s journey hit a major milestone with its IPO last week.In this conversation, Dylan shares the early challenges of…

1
20VC: The $BN Greenoaks Backed Protein Bar | Hitting $100M Revenues in David's First Year: Lessons & Mistakes | $0 to $600M: The Untold RXBAR Story | Product-Market-Fit, Pricing, Branding: What Every Founder ... 1:06:15

20d ago1:06:15

1:06:15

Peter Rahal is the Co‑Founder & CEO of David Protein, the highest protein‑to‑calorie ratio for any protein bar on the market. Peter has raised over $85M from Greenoaks, Dr. Peter Attia and Dr. Andrew Huberman with the latest round valuing the company at $725 million. The company is poised for over $100 million in first‑year revenue. Formerly, Peter…

1
20VC: Figma's 250% Pop - The Greatest IPO Mispricing Ever | Meta and Microsoft Blowout Quarters: Broken Down | Cognition Raises at $15BN and Ramp at $22BN | CRV Downsizing and What It Means for LPs and ... 1:20:30

21d ago1:20:30

1:20:30

Agenda: 00:00 – The Worst IPO Mis-Pricing Ever: What Really Happened at Figma 02:30 – Fidelity vs Founders: How Important is Fidelity When Going Public 07:00 – Why Founders Secretly Want a Pop, Even If It Makes Them Look Stupid 10:15 – The Truth Behind the $3B Figma "Left on the Table" 14:00 – Direct Listings vs IPOs: Should Figma Have Gone Direct …

1
20Sales: $0-$3.7BN: The Databricks CRO’s Playbook to Build the Fastest GTM Engine in SaaS History | How Databricks Beat Snowflake | How To Build a Sales Org of 5,000 and Close $190M Deals with Ron Gabrisko ... 1:15:36

23d ago1:15:36

1:15:36

Ron Gabrisko is the Chief Revenue Officer at Databricks, where he joined in 2016. Under his leadership, Databricks has scaled from $0 to $3.7BN annualized revenue. He has grown the sales team from 0 to over 1,000 globally, leading expansion into enterprise, government, and international markets. Ron previously held senior sales roles at Cloudera an…

1
20VC: Inside Carnegie Mellon's $4BN Endowment | Why 90% of LPs Shouldn't Invest in VC | The $140BN Problem with Multi-Stage Funds | The Hidden Math Behind DPI, TVPI, and Illiquidity with Miles Dieffenbach ... 1:27:17

24d ago1:27:17

1:27:17

Miles Dieffenbach is Managing Director of Investments at Carnegie Mellon University, where he helps oversee a $4 billion endowment with a focus on venture capital, private equity, and alternative investments. Under his leadership, CMU’s private book has remained self-funding during some of the toughest years for liquidity. Agenda for Today: 00:04 –…

1
RHLSTP 574 - Kieran Hodgson 1:01:38

24d ago1:01:38

1:01:38

RHLSTP #574 - Forbidden Sensations - RHLSTP returns to the Edinburgh Fringe (where it really began), though Rich is already knackered before it’s started. His guest is actor, impressionist and comedian Kieran Hodgson. They chat about why appearing in a Hollywood blockbuster didn’t go as planned, how Rich gave advice to a youthful Hodgson about come…

1
RHLSTP 573 - Ian Smith 1:10:35

27d ago1:10:35

1:10:35

RHLSTP #573 - Killer Butterfly - Richard is back at the Podcast Room to chat with actor comedian Ian Smith. They discuss whether Noah’s Ark actually happened, favourite Ian Smiths, Goole and what it means and its impact on quarries, competitive jigsawing, the most famous person Richard has given a foot spa to, acceptable Scrabble words and the succ…

1
The Finance Startup Bringing Agentic AI to Wall Street 46:15

27d ago46:15

46:15

Brothers Chaz and Arnie Englander started Model ML after building and selling two YC companies. What began as a tool to help them analyze deals has grown into a full AI-powered workspace purpose-built for financial services, empowering firms to create automations and workflows that reflect exactly how their teams operate. And it's already being use…

1
20VC: Benchmark Loses Another Partner | Elad Gil Raises a Monster $1.5BN Solo GP Fund | Why Apple Need a Management Overhaul | Why Google is the Best Performing Hyperscaler | Will Cursor Hit $4BN ARR ... 1:21:26

28d ago1:21:26

1:21:26

Agenda: 00:00 - Why Benchmark Is Bleeding Partners (and Why That’s the New Normal) 04:57 - “I Wouldn’t Leave Benchmark… Unless I Had THIS” — Jason on Brand vs Autonomy 09:01 - The Rise of the Solo GP & The Death of LP Conventional Wisdom 13:50 - The Unstoppable Force of Elad Gil & The Myth of LP Discipline 18:45 - Is Vibe Coding the New SaaS? Jason…

1
RHLSTP 572 - Catie Wilkins 1:07:56

29d ago1:07:56

1:07:56

RHLSTP #572 - Fecalophilia - The Edinburgh Fringe is back upon us and somehow Richard is going back, slightly unwillingly, but his family comes first and his wife is doing a show too! Yes it’s the award winning author and comedian Catie Wilkins, who Rich likes so much he married her. In this podcast recorded in Htichin before the Fringe began, the …

1
Scaling and the Road to Human-Level AI | Anthropic Co-founder Jared Kaplan 40:47

29d ago40:47

40:47

Jared Kaplan on June 16th, 2025 at AI Startup School in San Francisco.Jared Kaplan started out as a theoretical physicist chasing questions about the universe. Then he helped uncover one of AI’s most surprising truths: that intelligence scales in a predictable, almost physical way.That insight became foundational to the modern era of large language…

1
20VC: a16z's Martin Casado on Anthropic vs OpenAI: Where Value Accrues | Cursor vs Replit vs Lovable: Who Wins and Who Loses | The One Sin in AI Investing | Why Open Source is a National Security Risk ... 1:10:37

1M ago1:10:37

1:10:37

Martin Casado is a General Partner @ a16z where he leads the firms $1.25BN infrastructure fund. At a16z, Martin has led investments in companies like Cursor, dbt Labs, and Fivetran to name a few. Before joining a16z, he co-founded Nicira, acquired by VMware for $1.26B. At VMware, he served as CTO of Networking. Widely regarded as a visionary in ent…

1
RHLSTP Book Club 148 - Chris Tarrant 46:56

1M ago46:56

46:56

RHLSTP Book Club #148 - For The Love of Bears - Richard is back in the Podcast Room and finally able to settle a 50 year old score with his guest, Chris Tarrant, who has written a beautiful book about bears. They talk about how Tiswas (or the lack of it) made Richard cry and how it introduced the world to Stewart Lee, why Chris wanted to write a bo…

1
20Product: Should We Kill the PM Role Entirely | How Does Product Design Change Most in a World of AI | How Do Monzo Build Product Today: What Works, What Does Not | Why Most Product Sucks and What Makes ... 1:07:26

1M ago1:07:26

1:07:26

Fernando Fanton is one of the most respected product leaders in Europe, having held Chief Product Officer roles at Monzo and Just Eat. He previously led product and tech at Rappi, one of Latin America's most valuable startups. Today, Fernando is the CPO @ Property Finder; one of the biggest breakout unicorns from MENA. Agenda: 00:00 – Is “having a …

1
Brand Design Tips From Linear Founder Karri Saarinen 43:41

1M ago43:41

43:41

For this episode of Design Review, YC’s Aaron Epstein is joined by Karri Saarinen, co-founder & CEO of Linear, one of the top designer-founders working today. Together, they'll review several sites from the YC community with an eye for how to build and maintain a high-quality brand. Thank you to these companies for volunteering to have their sites …

1
Retro RHLSTP 110 - Lazy Susan 1:08:34

1M ago1:08:34

1:08:34

#383 Lebensmüde - Richard has been freaked out about eating fish whilst being watched by fish. His guests are Freya Parker and Celeste Dring aka Lazy Susan. They chat about the torpor of playing a 12 year old, the difficulty of coming up with a name for a sketch group, why sketch comedy is so poorly served on TV, confronting your male critics head …

1
20VC: Lovable Raises at $2BN & Hits $100M ARR | Is Cursor Worth $28BN at $1BN in ARR | How Do All Providers Deal with Anthropic Dependency Risk | Are Seed Funds F******: Have Mega Funds Won | Figma IPO ... 1:21:38

1M ago1:21:38

1:21:38

Agenda: 00:00 – Did Jason Just Kill Replit? 03:45 – Why Claude Lies To You and Cannot Be Trusted 06:50 – You Cannot Trust Agents. Period. 10:20 – Why Windsurf Was Dead Without Claude 12:30 – Cursor vs. Lovable: What’s the Better Bet? 14:40 – Should You Still Invest in Cursor at $28B? 18:05 – Would You Bet on Anthropic at $100B or OpenAI at $300B? 2…

1
RHLSTP 571 - Chloe Petts 1:04:39

1M ago1:04:39

1:04:39

RHLSTP #571 - Cheddar Gorge Jimmy Saviles - Richard is back at the Bill Murray in Islington with another act heading up to the Edinburgh Fringe, the brilliant Chloe Petts. They talk about disgusting farts, hypnotic breasts and the power of football to unite strangers, so pretty much the same topics as every other podcast in the world, but with a bi…

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