A Product Market Fit Show | Startup Podcast for Founders

He killed a viral app with 50k users. 2 years later, he hit $10M ARR and raised $30M from Sequoia. | David Paffenholz (Juicebox)

David had a consumer app with 50,000 users and viral traction—and he shut it down. The retention metrics weren't as good as what he'd seen at Snapchat. That difficult decision cleared the path for Juicebox, AI for recruiting that grew to $10M ARR in 2 years.  In this episode, David reveals how he pivoted to AI recruiting, generated millions of views with a simple LinkedIn demo, and ground through months of brutal churn to unlock 10x growth. If you want to know how to execute a flawless PLG strategy, run a hyper-lean team, and secure a $30M Series A from Sequoia, this is the blueprint. Why You Should Listen * Why you should kill some products even if they're going viral. * How to launch a B2B product with zero budget. * The "manual" playbook for fixing high churn. * Why you should keep your team under 25 people even after raising millions. * How to land an inbound term sheet from Sequoia. Keywords startup podcast, startup podcast for founders, product market fit, finding pmf, PLG strategy, viral marketing, pivoting, AI recruiting, Series A fundraising, Sequoia Capital 00:00:00 Intro 00:03:15 Learning Growth at Snap 00:13:01 Killing a Viral App with 50k Users 00:20:34 The 90 Second LinkedIn Video That Launched Juicebox 00:26:21 Fixing High Churn with Manual Work 00:33:04 Why B2B Products Only Need to be Marginally Better 00:42:27 Scaling to $10M ARR with Founder Led Sales 00:47:40 Raising a $30M Series A from Sequoia 00:50:12 The Moment of True Product Market Fit Send me a message to let me know what you think! [https://www.buzzsprout.com/twilio/text_messages/1889238/open_sms]

Her VCs said she killed the company. 6 years later, it's worth $1.3B. | Jennifer Smith, Founder of Scribe

Jennifer went from VC to founder and immediately broke every rule in the book. When she pivoted Scribe from an automation tool to a documentation platform, her investors told her she had just killed the company. She ignored them.  Instead of polishing her product, she launched a "janky" offline MVP on Product Hunt to test for real market pull. Scribe is now used by 95% of the Fortune 500.  In this episode, Jennifer reveals the brutal truth about ignoring "smart" money, why you should run PLG and Enterprise sales simultaneously from Day 1, and how to tell the difference between pushing a boulder up a hill and chasing one down it. Why You Should Listen * Why you sometimes need to ignore your investors to save your startup. * The "Boulder Test": The definitive gut check for knowing if you have true Product-Market Fit. * How to validate a massive opportunity with zero marketing budget. * Why the conventional wisdom about choosing between PLG and Enterprise Sales is wrong. * How to turn executive hiring interviews into free mentorship sessions. Keywords startup podcast, startup podcast for founders, product market fit, PLG strategies, MVP testing, enterprise sales, go to market strategy, early stage growth, finding pmf, founder stories 00:00:00 Intro  00:02:21 1,200 Customer Interviews as a VC  00:22:07 How to Hire for Excellence  00:30:18 The Pivot from Automation to Documentation  00:39:17 Launching a "Janky" MVP on Product Hunt  00:49:09 The Boulder Test for Product-Market Fit  00:52:50 Doing PLG and Enterprise Sales Simultaneously  01:03:12 Ignoring Investors to Save the Company Send me a message to let me know what you think! [https://www.buzzsprout.com/twilio/text_messages/1889238/open_sms]

He exited to Snap for $166M— built an AI video startup, then raised $50M. | Alex Mashrabov, Founder of Higgsfield AI

Alex built the original Snapchat filters-- and sold his company to Snap for $166M.  Then he left to start Higgsfield. The company just raised a $50M Series A to help brands create AI-generated video ads at scale.  We go deep on why he thinks Adobe is in trouble, how top advertisers are already producing 10,000+ ad creatives a year, and why the companies winning in AI video aren't building foundation models. Why You Should Listen * Why consumer AI apps are a trap (and what to build instead) * How to drive early growth * The economics of AI-generated video * How to know when to pivot away from traction that has no long term Keywords startup podcast, startup podcast for founders, AI video generation, generative AI startup, social media marketing AI, B2B SaaS growth, founder pivot, AI startup fundraising, creator marketing, product market fit 00:00:00 Intro 00:06:29 Selling to Snap and Working With Evan Spiegel for Four Years 00:08:28 The Origin Story of HiggsField 00:17:47 The Real Use Cases for GenAI Video Today 00:27:26 The First Product and Why They Pivoted Away From Consumer 00:29:08 The $10 Billion Short Form Drama Market Nobody Talks About 00:33:26 Going All In on Social Media Advertising 00:41:16 When He Knew He Had Product Market Fit Retry Send me a message to let me know what you think! [https://www.buzzsprout.com/twilio/text_messages/1889238/open_sms]

How his AI-first services company grew $0 to $40M ARR in one year. | Eric Foster, Founder of Tenex

Eric spent 30 years in cybersecurity. Built and sold an MSSP to private equity for hundreds of millions. Then he started Tenex and hit $43 million in revenue in ONE YEAR.  This isn't theory. This is a founder who's done it multiple times breaking down exactly how AI-native companies are about to eat every services industry alive. If you're building anything that touches AI, services, or enterprise sales, this is the episode. Why You Should Listen * Why selling outcomes beats selling products every time * How to close enterprise deals in 60 days instead of 12 months * The difference between AI-native and AI-bolted-on companies * Why founder-led sales is non-negotiable in the early days * How to build for IPO from day one without slowing down Keywords startup podcast, startup podcast for founders, AI startup growth, founder-led sales, zero to one startup, enterprise sales strategy, AI native company, managed services startup, cybersecurity startup, product market fit 00:00:00 Intro 00:10:29 Selling His Last Company for $100Ms 00:15:10 The Origin Story of TENEX 00:36:47 How They Hit $43M ARR in Year One 00:43:27 The 30 Second Demo That Closes Enterprise Deals 00:47:10 Why Selling Outcomes Beats Selling Products 00:51:29 The Mechanics of Going From Zero to $40M ARR 01:01:09 Go to Market and Founder Led Sales 01:05:32 When He Knew He Had Product Market Fit Retry Send me a message to let me know what you think! [https://www.buzzsprout.com/twilio/text_messages/1889238/open_sms]

Q3 2025 w/Carta: What you need to raise a Series A. | Peter Walker, Head of Insights at Carta

Carta's Peter Walker is back with the freshest data on what's actually happening at the early stage—and it's not what you're reading on X. While headlines scream about record-breaking rounds, the reality on the ground tells a different story.  Seed deals are down. Time between rounds is stretching. And there's a brutal divide between the companies getting all the attention and everyone else.  We dig into the exact valuations, graduation rates, team sizes and revenue you need for Seed and Series A... plus why the lowest-quartile seed rounds are failing at twice the rate. If you're raising or planning to raise, this is the episode. Why You Should Listen * The round size that cuts your Series A odds in half * Why smaller teams are winning (and what that means for your hiring plan) * The real median valuations at pre-seed, seed, and Series A right now * How long it actually takes to get from seed to Series A in 2024 * When taking secondary as a founder makes sense (and when it doesn't) Keywords startup podcast, startup podcast for founders, seed round valuation, Series A fundraising, startup fundraising data, venture capital trends, pre-seed funding, startup metrics, founder secondary, seed to Series A Chapters: 00:00:00 Intro  00:02:46 Seed Valuations and Who Actually Graduates to Series A  00:06:58 What Founders Outside the Hot Cohort Should Do  00:11:44 Team Sizes Are Shrinking and Employees Are Getting Less  00:17:40 Crowded Categories and Competing with Foundation Models  00:24:47 Founders Starting Companies for the Wrong Reasons  00:33:32 When Founder Secondaries Make Sense  00:39:55 The Actual Median Valuations at Pre-Seed Seed and Series A Send me a message to let me know what you think! [https://www.buzzsprout.com/twilio/text_messages/1889238/open_sms]