The founderplaybooks.
Every episode also lives as a written breakdown — the frameworks, the spreadsheets, the dead ends, and the exact moments PMF clicked.
Amigo AI: From $12K Pre-Code to Series A in Healthcare
How Amigo AI validated demand before building, churned 100% of revenue to pivot into healthcare AI agents, and hit $1M ARR from a $20/month Slack community.
- 02Ep 38·Jun 1, 2026
How SolidRoad Hit $1M ARR With Cold Email Outbound
SolidRoad co-founder Mark reveals how a pivot to customer support AI, 500K cold emails, and 56 customer flights drove $1M ARR and a $25M Series A with 12 people.
- 03Ep 37·May 25, 2026
Series A in 2026: What the Data Says You Actually Need
Carta's Peter Walker breaks down Q1 2026 venture data: Series A valuations doubled, ARR bar at $3.5M, Bay Area commands 30% premium. Real benchmarks for founders.
- 04May 18, 2026
How to Raise a Seed Round Fast Using the FOMO Playbook
Pablo Srugo's 4-step FOMO fundraising playbook: build 50 VC targets, engineer warm intros, compress timelines, and close your seed round in weeks not months.
- 05Ep 39·May 11, 2026
How Ema Closes 7-Figure Fortune 500 AI Agent Deals
Ema founder Surojit Chatterjee on Hitachi's 55,000-employee AI deployment, compliance-first strategy, and why PMF means your average rep closes without you.
- 06Ep 36·May 4, 2026
From $500/Month to $300K Enterprise Deals: BackOps Playbook
Sean McCarthy built BackOps from a Slack bot to a Fortune 500 AI platform. Learn the exact discovery, rebuild, and enterprise sales tactics behind his $300K deals.
- 07Ep 34·Apr 27, 2026
From $1M to $13M ARR: AirOps CEO on AI Content Sales
AirOps CEO Alex Halliday on growing from $1M to $13M ARR: picking high-taste customers, consultative enterprise sales, and why positioning beats product.
- 08Ep 33·Apr 20, 2026
180 VC Rejections to $40M Series B: Bland AI's Playbook
Bland AI CEO Isaiah Granet on pivoting mid-YC, a $60K billboard that hit 1B impressions, firing 50% of customers, and winning seven-figure enterprise deals.
- 09Ep 32·Apr 16, 2026
From Dorm Room to $10M ARR: BoldVoice's B2C Playbook
Anada Lakra grew BoldVoice to $10M ARR and a $21M Series A. Learn her B2C playbook: launch fast, charge from day one, and scale via YouTube influencer ads.
- 10Ep 31·Apr 13, 2026
From $1M to $30M GMV: How Protege Found Product Market Fit
Bobby Samuels grew Protege 30x in one year with in-person sales, trusted data networks, and A-plus hiring. Key lessons for B2B founders finding PMF.
- 11Ep 30·Apr 9, 2026
Ex-Amazon VP Raised $20M to Rebuild E-Commerce with AI
Spangle co-founder Maju Kuruvilla explains why 40% of e-commerce traffic is wasted, how AI rebuilds storefronts in real time, and the future of seller vs. buyer agents.
- 12Ep 29·Apr 6, 2026
22 VC Rejections to $100M ARR: Amanda Kahlow on AI Sales
Amanda Kahlow built 6sense to $200M ARR after 22 rejections. Now she's collapsing the B2B sales stack with AI at 1mind—and raised her Series A in 3 days.
- 13Ep 28·Apr 2, 2026
How Stuut Hit $1M ARR in 2 Months Using AI for Accounts Receivable
Tarek Alaruri built Stuut to $1M ARR in 2 months using AI for accounts receivable. Learn how he pre-sold $65K contracts and achieved 40% collection improvements.
- 14Ep 27·Mar 30, 2026
From $2M to $12M ARR: AppDynamics' Freemium Enterprise Playbook
Bhaskar Sunkara reveals how AppDynamics grew $2M to $12M ARR in one year, drove 60%+ leads via free download, and sold to Cisco for $3.7B.
- 15Ep 27·Mar 26, 2026
How Yogi Goel Raised $41M to Replace Enterprise Accountants with AI
Former Rubrik executive Yogi Goel raised $41M in one year to build Maxima, an AI platform automating enterprise accounting. Learn his design partner playbook and fundraising strategy.
- 16Ep 24·Mar 23, 2026
How Omar Haroun Scaled Eudia from $2M to $20M ARR in 12 Months
Learn how Omar Haroun scaled AI legal platform Eudia from $2M to $20M ARR by targeting enterprise labor budgets, using cold emails for Fortune 500 sales, and focusing on customer referrals.
- 17Ep 25·Mar 19, 2026
Helen Hastings: How to Build an AI-Enabled Service That Replaces QuickBooks
Learn how Helen Hastings raised $20M to build Quanta, an AI-enabled accounting service that replaces QuickBooks. Get her playbook for user research, fundraising, and scaling service businesses.
- 18Ep 22·Mar 16, 2026
From $2M Revenue to Zero: How CookUnity's Founder Built a $750M ARR Company
How Mateo Marietti built CookUnity into a $750M ARR marketplace by shutting down $2M revenue to pivot from on-demand to subscription meals. Product-market fit lessons.
- 19Ep 23·Mar 12, 2026
How This 3x Founder Hit $1M ARR in 5 Months with AI Customer Service Automation
Roy Moussa built GetVocal from zero to $1M ARR in just 5 months. Learn his playbook for enterprise AI success and the Context Graph technology behind it.
- 20Ep 20·Mar 9, 2026
From Zero Sales to $200M ARR: Filevine's Legal Tech Growth Story
How Ryan Anderson built Filevine from 8 months of zero sales to $200M ARR through events marketing, product customization, and AI transformation.
- 21Ep 21·Mar 5, 2026
How Method Security Raised $25M & Landed a $1M Contract by Building in the Dark
Sam Jones built Method Security in isolation for a year, raised $25M from a16z in 3 days, and landed $1M+ contracts. Learn his contrarian enterprise cybersecurity approach.
- 22Ep 18·Mar 2, 2026
How Michel Tricot Raised $185M Before Finding Revenue Model | Airbyte
Learn how Michel Tricot raised $185M for Airbyte through open source community building, then hit $1M ARR in 4 months. Includes Magic Wand validation framework.
- 23Ep 19·Feb 26, 2026
From 5 Years of Failure to $20M ARR: Didi Gurfinkel's FP&A Pivot Story
How Datarails founder survived 5 years of failed pivots, validated FP&A with $790/month contracts, and scaled to $20M ARR through 100% outbound sales targeting Excel users.
- 24Ep 17·Feb 23, 2026
How LiveKit Powers OpenAI's Voice Mode: From Near-Death to AI Unicorn
Discover how LiveKit went from struggling startup to powering ChatGPT's voice mode. Learn about voice AI infrastructure, WebRTC, and the pivot that created a unicorn.
- 25Ep 16·Feb 19, 2026
How Kevin Tian Pivoted at $1M ARR and Raised $120M for Doppel
Kevin Tian pivoted Doppel from NFTs to cybersecurity at $1M ARR, secured his first $5k contract with no product, and raised $120M+ from a16z during the transition.
- 26Ep 14·Feb 16, 2026
From $100M Exit to $250M Raised: Dileep Thazhmon's Global Banking Strategy
How Dileep Thazhmon built Jeeves into a global business bank serving 25 countries after selling PowerInbox for $100M. Learn his Beat Down Framework and unscalable growth tactics.
- 27Ep 13·Feb 12, 2026
How Chaz Englander Built 3 Successful Startups: From $40M Exit to $75M Series A
Serial entrepreneur Chaz Englander reveals his proven playbook for building successful startups, from LinkedIn fundraising tactics to achieving rapid growth in AI-era companies.
- 28Ep 12·Feb 9, 2026
How to Pivot from $3M ARR to $1B Valuation: Jay Madheswaran's Eve Story
Jay Madheswaran fired all customers at his $3M ARR startup and pivoted to legal AI. Learn how Eve reached unicorn status in 2 years with 40% cold outreach conversion.
- 29Ep 11·Feb 5, 2026
Account Based Marketing Secrets from Briq's Founder — Enterprise Sales Playbook
Bassem Hamdy reveals his exact ABM playbook: identifying challengers who kill deals, 1-person webinars, selling risk vs. time, and why trade shows don't work.
- 30Ep 10·Feb 2, 2026
From YC Rejection to $1.8B Unicorn: Max Junestrand's Legora Story
Max Junestrand built Legora into a $1.8B AI legal tech unicorn after YC rejection. Learn his strategies: pausing sales post-Series A, 55% demo conversion, hypergrowth scaling.
- 31Ep 9·Jan 29, 2026
From Studio Apartment to $100M+ Revenue: Spot & Tango's DTC Pet Food Journey
Discover how Russell Breuer scaled Spot & Tango from cooking dog food at home to $100M+ revenue through UnKibble innovation, vertical integration, and data-driven marketing strategies.
- 32Ep 6·Jan 26, 2026
How Harman Narula Built Canary Technologies Into a $600M Company | PMF Show
Learn how Harman Narula built Canary Technologies into a $600M hospitality platform starting with digital forms and 100 daily cold calls. Outbound sales secrets revealed.
- 33Ep 7·Jan 22, 2026
100K Signups in 30 Days, 99.9% Churned: How Fathom Hit $10M ARR
Rich White's wild journey: 100K Zoom signups nearly killed Fathom when 99.9% churned. Learn how visible meeting bots drove viral growth to $10M ARR.
- 34Ep 8·Jan 19, 2026
Product-Market Fit vs. Go-To-Market Fit: Bob Tinker
Bob Tinker built MobileIron to $150M ARR by mastering both PMF and GTM Fit. Learn the Deal Grind, the magic question, and the surfing framework for startups.
- 35Ep 5·Jan 15, 2026
How Terra Security Hit $1M ARR in One Quarter
Shahar Peled hit $1M ARR in one quarter with zero marketing spend. Learn his Service-as-Software playbook, design partner strategy, and 40% SQL-to-close rate.
- 36Ep 4·Jan 12, 2026
How Decagon Hit $1M ARR With 2 People in 6 Months
Ashwin Sreenivas built Decagon to $1.5B in 2 years with 2 founders. Learn his customer discovery playbook, the $150k PMF test, and how to close enterprise deals early.
- 37Ep 3·Jan 8, 2026
Unicorn in 18 Months: How Serval Replaced ServiceNow
Jake Stauch built Serval into a $1B company in 18 months by replacing ServiceNow with AI. Learn his PMF signals, discovery tactics, and 50%+ close rate strategy.
- 38Ep 2·Jan 5, 2026
4 Years to Launch, $1M ARR in 30 Days: Siqi Chen's Story
Siqi Chen lost 95% of his revenue to COVID, spent 4 years building Runway, then hit $1M ARR in 30 days with a viral launch. Here's how he did it.
- 39Ep 104·Dec 29, 2025
B2B SaaS Is Dead: How AI Founders Win in 2025
Pablo Srugo explains why the B2B SaaS playbook is obsolete, what triple-threat competition means post-ChatGPT, and why Service-as-Software is the next big opportunity.
- 40Ep 104·Dec 22, 2025
60 VC Rejections to $100M ARR: Kyle Hanslovan's Huntress Story
Kyle Hanslovan burned his savings, slept in his car, and got 60 VC rejections before Huntress hit $100M ARR. Here's how he built a $2B cybersecurity company.
- 41Ep 101·Dec 18, 2025
He Killed a $100K Product & Pivoted to Raise $375M
Viraj Parekh killed a working product after customers kept asking about the backend tech. Here's how he validated the pivot, landed first customers, and raised $350M.
- 42Ep 100·Dec 15, 2025
Five Steps to Product Market Fit — Pablo Srugo
Pablo Srugo's 5-step PMF framework from 60+ founder interviews: research mode, insane focus, niche markets, value over growth, and faster pivots.
- 43Ep 99·Dec 11, 2025
How Juicebox Hit $10M ARR in 2 Years and Raised $30M from Sequoia
David Paffenholz killed a viral app, fixed brutal churn manually, and scaled Juicebox to $10M ARR with 24 people before raising $30M from Sequoia. Here's how.
- 44Ep 98·Dec 8, 2025
How Jennifer Smith Built Scribe to $1.3B Ignoring Her VCs
Jennifer Smith ignored investor pushback, launched a janky MVP, and ran PLG + enterprise sales simultaneously. Here's how Scribe reached $1.3B and 95% Fortune 500 penetration.
- 45Dec 4, 2025
From $166M Snap Exit to $50M AI Video Startup — Alex Mashrabov
Alex Mashrabov sold to Snap for $166M, then built Higgsfield AI — raising $50M to help brands produce 10,000+ AI video ads per year. Key lessons inside.
- 46Ep 96·Dec 1, 2025
How Tenex Hit $43M ARR in Year One: Eric Foster
Eric Foster built Tenex to $43M ARR in year one. Learn how AI-native ops, outcome-based selling, and founder-led sales collapsed the enterprise sales cycle.
- 47Ep 95·Nov 27, 2025
Series A Fundraising Data: What Carta's Q3 2025 Shows
Carta's Peter Walker shares real 2025 benchmarks: median seed is $20M post, Series A is $60M post, and only 20% of seed companies graduate in 2 years.
- 48Ep 94·Nov 24, 2025
Growth Buyout: How Metropolis Raised $3.5B on AI Parking
Alex Israel explains how Metropolis built a 20M-member AI parking platform by acquiring legacy operators instead of selling to them—the growth buyout playbook.
- 49Ep 93·Nov 20, 2025
How Instalily Hit $1M ARR in Months With AI Agents
Amit Shah left 1-800-Flowers to build Instalily. Learn how operator market fit, 100+ trade shows, and AI agents drove $1M ARR in months.
- 50Ep 92·Nov 17, 2025
He Validated a $120M Insurance Startup in One Weekend
Wayne Slavin built Sure — embedded insurance for Tesla, Toyota & Mastercard — after a fake checkout flow converted 15.91% in a single weekend. Here's the full playbook.
- 51Ep 91·Nov 13, 2025
How Matt Espinoza Hit $8M ARR in 6 Months with Volume
Matt Espinoza grew Clover to $8M ARR in 6 months: 1,000 AI videos/day, Reddit SEO hacks, and 15,000 cold emails. Inside his 'volume negates luck' playbook.