A Product Market Fit Show | Startup Podcast for Founders

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Every founder has 1 goal: find product-market fit. We interview the world's most successful startup founders on the 0 to 1 part of their journeys. We've had the founders of Reddit, Gusto, Rappi, Glean, Cohere, Huntress, ID.me and many more. We go deep with entrepreneurs & VCs to provide detailed examples you can steal.  Our goal is to understand product-market fit better than anyone on the planet. Rated one of the world's top startup podcasts.

  1. He shut down his last startup and gave the money back—then hit $1M ARR in 6 months. | George, Founder of Monk

    2d ago

    He shut down his last startup and gave the money back—then hit $1M ARR in 6 months. | George, Founder of Monk

    George had to wind down his last startup and give investors their money back. He went deep into the valley of despair, certain he'd missed his window to build something big. Then he met a co-founder, decided to start over, and started selling. In this episode, George breaks down how a customer signed a $36K pilot off nothing but a Loom and a one-pager, how cold email took him from zero to $1M ARR with no sales team, and why a "seven out of ten" is the most dangerous hire you can make. Why You Should Listen How a customer signed a $36K pilot after a single Loom and zero calls.Why he gave the money back on his last startup—and what "follow your energy" really means.How cold outbound email built his first $1M ARR with no sales team.Why a "seven out of ten" is the most dangerous hire you can make.Keywords startup podcast, startup podcast for founders, product market fit, finding pmf, fintech, accounts receivable automation, AI agents, cold outbound email, B2B SaaS, Series A fundraising, services as software Chapters 00:00:00 Intro00:01:39 The Moment of True Product Market Fit00:03:33 Shutting Down a Small-Market Startup00:07:44 Picking Fintech From Five Ideas00:17:12 From Black Box to Full App00:24:47 $1M ARR on Cold Email Alone00:36:11 Why a "Seven" Is the Most Dangerous Hire00:42:15 Compressing a $25M Series ASend me a message to let me know what you think!

    46 min
  2. He quit his $50M ARR startup to work as a paralegal—then raised a $60M Series A. | Dan Mishin, Founder of Manifest

    Jun 15

    He quit his $50M ARR startup to work as a paralegal—then raised a $60M Series A. | Dan Mishin, Founder of Manifest

    Dan founded and scaled a $50M ARR, SoftBank-backed startup—and could've stayed to make tens of millions. Instead, he handed it to his chief of staff and started from scratch. He wanted something bigger. He took an entry-level paralegal job to learn everything about law hands on. Then he built Manifest, which just raised a $60M Series A. In this episode, Dan breaks down why he did intake calls for 1,000 legal clients before building anything, how free Slack communities turned Fortune 500 HR managers into buyers without a dollar of ads, and why he refused to sell software to law firms even when investors told him he was crazy. Why You Should Listen How 2 months working as a paralegal beat years of customer discovery.How free Slack communities turned Fortune 500 HR managers into clients.Why earned media compounds like an asset while paid ads burn like an expense.Why impact is the best driver for starting startups.Keywords startup podcast, startup podcast for founders, product market fit, finding pmf, legal tech, legal AI, AI-native law firm, immigration law, services as software, community-led growth, earned media, customer discovery, Dan Mishin, Manifest Chapters 00:00:00 Intro00:06:34 Walking Away from $50M ARR00:13:12 Why Immigration Law Has AI Leverage00:18:01 The AI-Native Law Firm Model00:21:49 1,000 Intake Calls Before Building Anything00:30:21 Turning Free Communities Into Buyers00:37:20 Earned Media That CompoundsSend me a message to let me know what you think!

    43 min
  3. He churned 100% of his revenue on purpose—then grew 10x to $2M ARR in under 12 months. | Ali Khokhar, Founder of Amigo AI

    Jun 8

    He churned 100% of his revenue on purpose—then grew 10x to $2M ARR in under 12 months. | Ali Khokhar, Founder of Amigo AI

    Ali quit his job a few months after ChatGPT launched, convinced AI would eat labor marketplaces like Upwork. With no co-founder and no code, he collected $12K from real customers—using a faked demo and a cloned voice. Then he pitched 100 VCs in 10 days and got 47 straight 'no's. In this episode, Ali breaks down how he banked $12K in revenue before writing a single line of code, how a $20/month Slack community drove Amigo's first $1M in ARR, and why he churned every existing customer to go all-in on $100K+ healthcare enterprise deals. Why You Should Listen Why validation only counts when dollars exchange hands.How a $20/month paid community turned into $1M in ARR.Why he refunded every customer and churned 100% of his revenue.Why founders must sell the first $2M themselves before hiring an AE.Keywords startup podcast, startup podcast for founders, product market fit, finding pmf, AI agents, healthcare AI, enterprise sales, pre-seed fundraising, community-led growth, customer validation, pivot, Amigo AI Chapters 00:00:00 Intro00:08:37 From Upwork to Starting Amigo00:13:30 $12K in Revenue Before Writing Code00:23:24 Pitching 100 VCs in 10 Days00:30:20 47 No's—Then FOMO Took Over00:37:12 The $20/Month Community Behind the First $1M00:45:47 Churning 100% of Revenue on Purpose00:01:49 The Moment of True Product Market FitSend me a message to let me know what you think!

    53 min
  4. Q1 2026 w/Carta: What you need to raise a Series A. | Peter Walker, Head of Insights at Carta

    May 25

    Q1 2026 w/Carta: What you need to raise a Series A. | Peter Walker, Head of Insights at Carta

    The AI boom is making founders feel like the market is wide open, but the data tells a sharper story: valuations are up, round sizes are bigger, and the bar to “count” in a top-tier fund’s Monday meeting keeps rising. We sit down with Peter to translate Q1 2026 venture capital trends into founder reality, from seed-stage pricing distortions driven by AI infrastructure to the quieter pressure building across the rest of the startup market. We get specific on early-stage fundraising benchmarks and why Series A now looks riskier than many people assume. Median Series A valuations have climbed close to 2x in a few years, while typical raises jumped from roughly $8M to $10M to $13M to $15M. That changes everything: ownership targets, follow-on costs, and the outcome math that pushes investors (and founders) toward “decacorn-plus” expectations. If you are pitching $100M ARR as the endgame, you may already be behind. Then we zoom out to the forces shaping who wins: Bay Area gravity, a real valuation gap versus other hubs, and practical tactics like visiting the Bay to capture network effects without uprooting your life. We also dig into defensibility in AI application startups, where building is faster but competition is fiercer, plus the rise of smaller teams and solo founders, and what that means for hiring, equity, and motivation on early teams. Chapters 00:00:00 LLM Hype And Bubble Warning00:02:13 Five Stars Then We Begin00:03:02 Seed Prices Spike In AI Infra00:07:10 2026 Benchmarks For Pre-Seed To A00:09:36 Series A Doubles And Exit Math00:12:54 Bay Area Gravity And Valuation Gap00:18:22 Defensibility Gets Harder In AI Apps00:23:22 Smaller Teams Solo Founders Talent Shifts00:35:20 VC Fund Shakeout And Final Share AskSend me a message to let me know what you think!

    38 min
  5. How to get a VC (like me) to wire you $2M in under 2 weeks (the FOMO playbook) | Solo Episode

    May 18

    How to get a VC (like me) to wire you $2M in under 2 weeks (the FOMO playbook) | Solo Episode

    I meet 1,000+ founders every year. Most are bad at fundraising. I also interview 100+ of the world's best founders on my podcast each year. Most are incredible at fundraising. One raised $14M in 17 days. another was 3x oversubscribed on a $3M round. another closed a seed in hours from a single X post. All are first-time, unproven founders. They don't waste time becoming "friends" with VCs. They have a business to build. They treat fundraising for what it is: a process where you manufacture FOMO as fast as possible, take the money, and move on. This video breaks down the 4 steps the best fundraisers use to raise fast. The same 4 steps taught at YC and 500 Startups (where i went). The same 4 steps you can run on thousands of VCs worldwide to close $2-3M in weeks not months. Why You Should Listen Why you need to reach out to 50 VCs on the same day just to end up with three term sheets.How to engineer intro blurbs that make VCs feel like they're already late to the game.Why setting fake deadlines is the fastest way to destroy all your credibility with investors.How one founder raised $3M in five weeks by starting with a $1.5M target and driving FOMO.Keywords startup podcast, startup podcast for founders, product market fit, finding pmf, fundraising, raising a seed round, VC pitch, FOMO, startup fundraising playbook, term sheets, investor meetings, Pablo Srugo, venture capital Chapters 00:00:00 Intro00:01:30 Step 1: Build a List of 50 Qualified VCs00:06:00 Step 2: Engineer the Intros00:14:00 Step 3: Compress the Timeline00:20:00 Step 4: Manufacture FOMO00:26:00 Three Rules to Never BreakSend me a message to let me know what you think!

    22 min
  6. Coinbase's ex-CPO bet on AI agents before ChatGPT—now he's closing 7-figure Fortune 500 deals. | Surojit Chatterjee, Founder of Ema

    May 11

    Coinbase's ex-CPO bet on AI agents before ChatGPT—now he's closing 7-figure Fortune 500 deals. | Surojit Chatterjee, Founder of Ema

    Surojit spent 14 years at Google building mobile ads into a $100B+ business and then took Coinbase public as Chief Product Officer in 2021. In early 2023, before "agent" was even a word in AI papers, he started Ema in stealth—betting on a future where teams of AI agents would replace the "human glue" inside Fortune 500s. In this episode, Surojit breaks down how a Hitachi deployment across 55,000 employees became Ema's true PMF moment, why he spent the first year obsessed with SOC 2, ISO 42001, and air-gapped architecture before chasing revenue, and why one client just cut their HR team from 1,000 people to 550 by automating 65,000 monthly job changes. Why You Should Listen Why true PMF is when your average salesperson can sell the product without you in the room.How a single Hitachi deployment unlocked credibility for every Fortune 500 deal that followed.Why a cold email—not a warm intro—turned into Ema's largest partner today.How partnering with PwC and KPMG became a faster wedge into the C-suite than any conference.Keywords startup podcast, startup podcast for founders, product market fit, finding pmf, AI agents, enterprise AI, AI employees, Fortune 500 sales, Surojit Chatterjee, Ema, agentic AI, enterprise software Chapters 00:00:00 Intro00:02:00 Hitachi Was the PMF Moment00:04:10 What Ema Actually Does00:11:48 From Coinbase to a Pre-ChatGPT Bet00:28:48 The Cold Email That Won a Top Partner00:30:52 Small Dinners Beat Massive Conferences00:36:11 The Moment of True Product Market FitSend me a message to let me know what you think!

    37 min
  7. How this 1st-time founder went from closing customers for $500 a month to $300,000 a year. | Sean McCarthy, Founder & CEO of BackOps

    May 4

    How this 1st-time founder went from closing customers for $500 a month to $300,000 a year. | Sean McCarthy, Founder & CEO of BackOps

    Sean was spending four days a week inside customer warehouses at Amazon Shipping when he noticed the same thing everywhere: back-office admin staff churning every six months, buried under the same repetitive claims and reshipping tasks. He talked to eighty-five warehouse owners, quit Amazon in July 2024, and cold emailed his way to a pre-seed round within weeks. In this episode, Sean breaks down why he paused all sales to rebuild BackOps as an enterprise-grade platform, how an SOP recorder that takes eight minutes replaced months of deployment delays, and the scrappy enterprise playbook—from sending donuts to warehouses to building the customer's board deck for them—that wins $300K Fortune 500 deals. Why You Should Listen Why talking to 85 customers before writing a line of code is worth more than anything.How an eight-minute screen recording replaced months of SOP-writing delays.Why "what are your problems?" fails in enterprise and a pointed use case wins eight out of ten times.How to structure pilots that auto-convert so you never end up in post-pilot purgatory.Keywords startup podcast, startup podcast for founders, product market fit, finding pmf, supply chain, AI automation, enterprise sales, BackOps, first-time founder, warehouse operations, logistics AI, Sean McCarthy, agentic AI Chapters 00:00:00 Intro00:02:24 Beating a Giant on 5% Odds00:09:25 Eighty-Five Warehouse Interviews00:16:33 V1: A Slack Bot for Reshipping00:22:05 Pausing Sales to Rebuild for Enterprise00:34:49 The Scrappy Enterprise Sales Playbook00:48:23 Two Intentional Wow Moments in Every Demo00:53:40 The Moment of True Product Market FitSend me a message to let me know what you think!

    56 min
5
out of 5
86 Ratings

About

Every founder has 1 goal: find product-market fit. We interview the world's most successful startup founders on the 0 to 1 part of their journeys. We've had the founders of Reddit, Gusto, Rappi, Glean, Cohere, Huntress, ID.me and many more. We go deep with entrepreneurs & VCs to provide detailed examples you can steal.  Our goal is to understand product-market fit better than anyone on the planet. Rated one of the world's top startup podcasts.

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