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PODCAST

A Product Market Fit Show | Startup Podcast for Founders

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.

business entrepreneurship

All Episodes

52:22

180 VCs rejected him—then a $60K billboard got him to...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/04/20

Isaiah pivoted mid-YC, landed in the bottom 10% of his batch, and watched 180 investors say no—their reason: phone calls won't exist a year from now. Voice AI was not yet a thing. With almost no money left, he and his co-founder bet everything on building AI phone calls from scratch. Bland went from pre-seed to a $40M Series B in a year. In this episode, Isaiah breaks down how a $60K billboard and a strategic influencer campaign generated close to a billion impressions, why he fired 50% of hi...

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52:20

She bet on a consumer app when every VC wanted...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/04/16

Anada Lakra just raised a $21M Series A for BoldVoice, a $150/year pronunciation app that helps immigrants speak English with confidence. But she started from zero in her Harvard dorm room and a problem most VCs didn't think was big enough. She recruited a Hollywood accent coach, shipped a bare-bones V1, and got into YC. In this episode, Anada breaks down why she launched a consumer app when every investor was chasing B2B, how a Reddit thread called "Judge My Accent" became an early growth ha...

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39:24

He raised a $10M seed with no revenue—then grew 30x...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/04/13

Bobby launched Protege in early 2024 to connect data holders with AI model builders. He raised a $10M seed with almost no demand pipeline. A year later, Protege jumped 30x to $30M in GMV and raised $30M from a16z. In this episode, Bobby breaks down how he built a 250-partner data network by leveraging prior healthcare relationships, why he flies from New York every week to close seven-figure enterprise deals, and why the "texting terms" litmus test tells you if a deal is real. Why You S...

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42:01

He ran Prime fulfillment for Amazon—then raised $20M...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/04/09

Maju ran Prime fulfillment technology for all of Amazon — same-day, one-hour shipping, global logistics during the pandemic. He became CEO at Bolt. Then he walked away to start Spangle in a basement with a co-founder, convinced AI could replace e-commerce infrastructure as we know it. Less than a year out of stealth, he raised a $50M Series A. In this episode, Maju breaks down why 40% of e-commerce traffic loses its context the moment it arrives on a brand's site, how Spangle's AI dynamically...

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52:13

She got rejected by 22 VCs—then built 6sense to...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/04/06

Amanda spent 16 years running a services business for Cisco and Intel. When she tried to productize her business, 22 VCs rejected her. That became 6sense, a $200M ARR company. After stepping aside as CEO and taking five years off, she's back with an AI startup called 1 mind. In this episode, Amanda breaks down why she always goes enterprise-first when everyone tells her to start small, how she used an AI clone of herself to pitch 60 VCs and raise 1mind's Series A in three days, and why ...

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47:16

How this AI founder is on track to hit $50M ARR just...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/04/02

Tarek already built a B2B software company to $30M ARR. But when the AI wave hit, he realized he could build a generational business by automating the manual world of accounts receivable. So, he left to start Stuut. In this episode, Tarek breaks down how he reached $1M ARR in a couple of months and is on track to hit up to $50M this year. He reveals how he pre-sold his first $65k contract with just wireframes, why he forces new customers to introduce him to five peers, and the brutal reality ...

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44:59

He launched a free product for enterprise...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/03/30

Description Bhaskar was employee #1 at AppDynamics, which was sold to Cisco for $3.7B. He and co-founder Jyoti found a way to change how enterprise monitoring tools worked. From tracking low-level code metrics that ops teams didn't understand to monitoring what the business actually cares about. In this episode, Bhaskar breaks down how that one insight won them Netflix and Priceline as early customers, why they ran production POCs that no competitor would dare try, and how a free download cal...

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43:49

He raised $41M in one year to replace enterprise...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/03/26

Yogi spent 20 years living the nightmare of enterprise accounting. As a senior finance leader at Rubrik, he watched highly paid professionals spend three weeks every month manually wrangling data into spreadsheets—a problem that caused mass burnout and multi-million dollar stock corrections. When ChatGPT launched, Yogi knew the technology was finally ready to solve the problem. In this episode, he breaks down how he left his executive track to found Maxima, how he landed massive enterprises l...

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49:29

How he grew his AI startup from $2M to $20M ARR in 12...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/03/19

Omar already built and sold an AI startup for over $100M. But when the generative AI wave hit, he realized the technology wasn't just the future of software—it was the future of labor. So he started Eudia to completely transform how enterprise legal teams operate. In this episode, Omar breaks down how he scaled from $2M to $20M ARR in just 12 months. He reveals the exact cold email strategy he used to land C-suite design partners, why he bought an existing legal services company to accelerate...

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56:39

She raised $20M from Accel to replace QuickBooks with...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/03/19

Helen was a software engineer who noticed a massive problem: accounting software for startups was broken, manual, and weeks out of date. Instead of just building a shiny new dashboard on top of legacy platforms, she decided to completely replace the offshore accounting model with AI. In this episode, Helen breaks down how she raised a $4.7M seed round pre-product as a solo founder and why she chose to build an AI-enabled service instead of pure software. She reveals the exact user research pl...

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56:24

He moved to the US with nothing. Now he does $750M...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/03/16

Mateo had already built a successful food company in Argentina. But he wanted more. So he moved to New York with no network, no credibility, and a dream to build the "Spotify for Food." The first two years were messy. He nearly ran out of money multiple times, relied on corporate expense accounts to keep the lights on, and failed a major expansion into LA. But then, he noticed a strange behavior: some customers were ordering 10 meals at a time. That single insight led to a massive pivot, a pa...

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44:13

This 3x founder hit $1M ARR in 5 months. Here's his...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/03/12

Roy is a three-time founder who has cracked the code on enterprise AI. After selling his first company and realizing his second idea was too slow, he pivoted to solving a massive problem: customer service automation. In this episode, Roy breaks down how GetVocal went from zero to $1M ARR in just five months. He reveals the "Context Graph" technology that allows them to beat LLM wrappers, why he believes purely generative AI is useless for business, and how he turned a single deployment into a...

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56:43

He made 0 sales for the first 8 months. Now he does...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/03/09

Ryan was a successful lawyer with a massive problem. He couldn't find a task management tool that worked for his firm, so he built one himself. He thought he'd solved the problem, but for 8 agonizing months, he couldn't sell a single subscription. In this episode, Ryan breaks down the gritty reality of bootstrapping Filevine into a $3B legal tech startup doing over $200M in revenue. He shares how a random Instagram ad campaign ended his sales drought, how he fought off a Tiger Global-backed c...

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45:13

He built heads down for a year. Then landed a $1M...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/03/05

Sam spent years at the Air Force and Palantir before deciding to build Method Security. Instead of launching an MVP and iterating with customers, he did the opposite: he shut out the world and built in the dark for a year based on his own conviction. In this episode, Sam breaks down his contrarian approach to building a platform for the enterprise and government. He reveals how he raised millions from Andreessen Horowitz with just a prototype, why he refuses to hire a sales team, and how he l...

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42:59

He raised $150M with $0 revenue. Then hit $1M ARR in...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/03/02

Michel raised $185M and achieved a unicorn valuation before he fully cracked monetization. How? By building a community so strong it broke his engineering team. In this episode, Michel breaks down the chaotic journey from a failed YC marketing idea to becoming the standard for open-source data movement. He reveals why he killed a high-growth fintech product, how he used the "Magic Wand" question to find his true direction, and the specific insight that allowed Airbyte to hit $1M ARR in just 4...

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38:28

He failed for 5 years. Then hit $20M ARR with 100%...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/02/26

Didi spent five years building a product that no one really wanted. He raised $10 million, tried endless pivots, and was known as the "black sheep" of his investors' portfolio. Then, with his back against the wall, he made one final bet on a boring, unsexy market: FP&A for Excel users. In this episode, Didi breaks down how that final pivot turned into a rocket ship. He reveals why he sold cheap monthly contracts to prove demand, how he used his kids to automate LinkedIn outreach, and why ...

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55:18

His startup powers OpenAI's Voice Mode. Last month,...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/02/23

Russ was running a moderately successful live streaming startup. Then he got a terrifying offer from a tech giant: sell to us for cheap, or we'll crush you. He had no leverage. He was about to fold. Then he got an email from OpenAI. They had secretly built ChatGPT's voice mode on his infrastructure. Overnight, everything changed. In this episode, Russ reveals the wild story of how LiveKit became the backbone of multimodal AI, why he almost sold his previous company for parts, and how to...

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36:21

He pivoted at $1M ARR—then raised $120M. | Kevin...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/02/19

Kevin was building a successful startup in the NFT space. They'd hit $1M ARR. But he looked at the market and realized it wasn't big enough. So he made the terrifying choice to pivot the entire company into cybersecurity. In this episode, Kevin breaks down how he navigated that transition without killing the business. He reveals how he sold his first $5k/month contract with no product, why he raised a massive seed round he didn't need, and how he convinced Andreessen Horowitz to lead his Seri...

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55:54

He sold his first startup for $100M. Then raised...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/02/16

Dileep sold his first company for over $100M. For his second act, he didn't just want another win; he wanted to solve a problem that banks refused to touch: global business banking. In this episode, Dileep breaks down how Jeeves scaled to $7M ARR in just over a year by doing things that "don't scale"—like physically mailing credit cards to Argentina. He reveals the counterintuitive strategy of raising from dozens of small investors, how to pivot a fintech when interest rates skyrocket, ...

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49:44

He sold his first 2 startups. His 3rd grew to $1M ARR...

A Product Market Fit Show | Startup Podcast for Founders ·

2026/02/12

Chaz has founded 3 companies. The first sold for over $40M. The second sold to GoPuff for even more. Now, he’s on his third act with Model ML, having just raised $75M Series A <2 years in. In this episode, Chaz breaks down the playbook behind his successes. He reveals how he raised his first million by pitching strangers on LinkedIn, why his delivery startup was just a text message system on the backend, and why speed is the only defensive moat left. Why You Should Listen How to pitch stra...

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281 results

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