A Product Market Fit Show | Startup Podcast for Founders cover art

A Product Market Fit Show | Startup Podcast for Founders

Episodes

He sold his first startup for $100M. Then raised $250M in 18 months. | Dileep Thazhmon, Founder of Jeeves thumbnail

He sold his first startup for $100M. Then raised $250M in 18 months. | Dileep Thazhmon, Founder of Jeeves

February 16, 2026

Jeeves founder Dileep Thazhmon shares his journey from a $100M exit to raising $250M, offering insights on PMF, fundraising, and GTM.

He sold his first 2 startups. His 3rd grew to $1M ARR in 3 months. | Chaz Englander, Founder of Model ML thumbnail

He sold his first 2 startups. His 3rd grew to $1M ARR in 3 months. | Chaz Englander, Founder of Model ML

February 12, 2026

Chaz Englander shares his founder playbook: from scrappy fundraising for Fat Llama to achieving explosive $1M ARR growth with Model ML in 3 months.

He fired all his customers. Then built a $1B startup in 2 years. | Jay Madheswaran, Co-Founder of Eve thumbnail

He fired all his customers. Then built a $1B startup in 2 years. | Jay Madheswaran, Co-Founder of Eve

February 9, 2026

Eve co-founder Jay Madheswaran shares how he fired all his customers and pivoted to AI, building a $1B legal tech startup in just 2 years.

He wrote the book on Account Based Marketing. Here are his GTM secrets for enterprise. | Bassem Hamdy, Founder of Briq thumbnail

He wrote the book on Account Based Marketing. Here are his GTM secrets for enterprise. | Bassem Hamdy, Founder of Briq

February 5, 2026

Briq founder Bassem Hamdy shares enterprise GTM secrets: Master ABM, identify buyers and challengers, and pivot fast from RPA to AI.

He got rejected from YC—then grew to $1.8B in under 2 years. | Max Junestrand, Founder of Legora thumbnail

He got rejected from YC—then grew to $1.8B in under 2 years. | Max Junestrand, Founder of Legora

February 2, 2026

From YC rejection to a $1.8B valuation in under 2 years. Legora founder Max Junestrand shares his playbook for hypergrowth in legal tech.

He sold dog food from his condo. Now he does $100M+ a year. | Russell Breuer, Founder of Spot & Tango thumbnail

He sold dog food from his condo. Now he does $100M+ a year. | Russell Breuer, Founder of Spot & Tango

January 29, 2026

From a NYC condo to a $100M+ dog food brand. Spot & Tango's founder shares his journey of grit, testing, and strategic innovation.

He made 100 cold calls a day. Now his startup is worth $600M. | Harman Narula, Founder of Canary Technologies thumbnail

He made 100 cold calls a day. Now his startup is worth $600M. | Harman Narula, Founder of Canary Technologies

January 26, 2026

From 100 cold calls a day to a $600M valuation, Canary Technologies found PMF by solving a niche problem hotels didn't know they could fix.

He got 100k signups in 30 days. They all churned. 2 years later, he hit $10M ARR. | Rich White, Founder of Fathom thumbnail

He got 100k signups in 30 days. They all churned. 2 years later, he hit $10M ARR. | Rich White, Founder of Fathom

January 22, 2026

Fathom got 100k signups that churned instantly. By focusing on IC pain points and betting on AI, they pivoted to hit $10M ARR in 2 years.

He grew his startup to $150M ARR & an IPO. Now he's back for the AI wave. | Bob Tinker, Founder of MobileIron & BlueRock thumbnail

He grew his startup to $150M ARR & an IPO. Now he's back for the AI wave. | Bob Tinker, Founder of MobileIron & BlueRock

January 19, 2026

MobileIron founder Bob Tinker on the critical leap from product-market fit to a repeatable go-to-market playbook to unlock explosive growth.

How his AI-enabled Services startup hit $1M ARR in just 3 months. | Shahar Peled, Founder of Terra Security thumbnail

How his AI-enabled Services startup hit $1M ARR in just 3 months. | Shahar Peled, Founder of Terra Security

January 15, 2026

Terra Security founder Shahar Peled shares how his AI-enabled services startup hit $1M ARR in 3 months by revolutionizing cybersecurity pentesting.

He hit $1M ARR with just 2 people. 2 years later, he's worth $1.5B. | Ashwin Sreenivas, Co-Founder of Decagon thumbnail

He hit $1M ARR with just 2 people. 2 years later, he's worth $1.5B. | Ashwin Sreenivas, Co-Founder of Decagon

January 12, 2026

Decagon founder Ashwin Sreenivas on hitting $1M ARR with 2 people and reaching a $1.5B valuation by intensely listening to customers' problems.

His 1st startup failed. His 2nd became a unicorn in just 18 months. | Jake Stauch, Founder of Serval thumbnail

His 1st startup failed. His 2nd became a unicorn in just 18 months. | Jake Stauch, Founder of Serval

January 8, 2026

From a failed startup to a unicorn in 18 months. Jake Stauch on finding true product-market fit and using GenAI to take on incumbents.

It took him 4 years to launch—then he hit $1M ARR in 30 days. | Siqi Chen, Founder of Runway thumbnail

It took him 4 years to launch—then he hit $1M ARR in 30 days. | Siqi Chen, Founder of Runway

January 5, 2026

From a failed V1 to a viral launch. Runway's founder on the 4-year journey to build a 'Figma for Finance' and signing $1M ARR in 30 days.

Solo Episode: B2B SaaS is dead. Here's what the best AI founders are doing instead. thumbnail

Solo Episode: B2B SaaS is dead. Here's what the best AI founders are doing instead.

December 29, 2025

Generative AI has flipped the startup script. The challenge is no longer finding value—it's navigating fierce competition and innovating business models.

He got rejected by 60 VCs, burned all his savings—then grew to $100M ARR & a $2B valuation. | Kyle Hanslovan, Founder of Huntress thumbnail

He got rejected by 60 VCs, burned all his savings—then grew to $100M ARR & a $2B valuation. | Kyle Hanslovan, Founder of Huntress

December 22, 2025

From NSA cyber warfare to sleeping in his car to founding a $100M ARR cybersecurity startup. The story of Huntress's nine-year grind.

He killed a $100K ARR product & pivoted—then raised $375M. | Viraj Parekh, Co-Founder of Astronomer thumbnail

He killed a $100K ARR product & pivoted—then raised $375M. | Viraj Parekh, Co-Founder of Astronomer

December 18, 2025

Astronomer pivoted from a niche Clickstream product to a managed Airflow service by listening to customers—a masterclass in finding product-market fit.

Solo Episode: The Five Steps to Product Market Fit thumbnail

Solo Episode: The Five Steps to Product Market Fit

December 15, 2025

Unlock product-market fit with 5 key steps: Prioritize research, maintain insane focus, start niche, seek value, and pivot decisively.

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

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

December 11, 2025

Juicebox's founder on pivoting from a failed music app to a $10M ARR AI recruiting platform, driven by a viral launch and product-led growth.

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

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

December 8, 2025

Scribe CEO Jennifer Smith shares her journey from VC to founder, finding a massive problem in plain sight, and building a PLG + enterprise GTM.

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

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

December 4, 2025

Higgsfield CEO Alex discusses finding product-market fit in AI video by empowering SMBs with data-driven A/B testing for social media ads.

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

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

December 1, 2025

10X founder Eric shares how they hit a $43M run rate in year one by building an AI-native cybersecurity service to solve the innovator's dilemma.

Q3 2025 w/Carta: Here's what you need to raise a Series A. | Peter Walker, Head of Insights at Carta thumbnail

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

November 27, 2025

The VC market is a tale of two cities: hot AI startups raise huge rounds while most face longer fundraising timelines and smaller teams.

He bought parking lots, added AI—then raised $3.5B. | Alex Israel, Founder of Metropolis thumbnail

He bought parking lots, added AI—then raised $3.5B. | Alex Israel, Founder of Metropolis

November 24, 2025

Metropolis's founder on scaling from a single ping to 23k employees by pioneering the 'Growth Buyout'—acquiring old-world businesses.

He left a $2B ARR company to build AI agents—then hit $1M ARR in < 6 months | Amit Shah, Founder of Instalily thumbnail

He left a $2B ARR company to build AI agents—then hit $1M ARR in < 6 months | Amit Shah, Founder of Instalily

November 20, 2025

Installely's CEO on using AI agents to amplify, not replace, humans. Key insights on vertical GTM, operator market fit, and enterprise sales.

He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure thumbnail

He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure

November 17, 2025

From a weekend prototype for flight insurance to powering Tesla, Sure's 10-year journey reveals the power of pivoting to an embedded, B2B model.

At 21 he made his first million. At 23, he grew his startup to $8M ARR in 6 months. | Matt Espinoza, Founder of Clover thumbnail

At 21 he made his first million. At 23, he grew his startup to $8M ARR in 6 months. | Matt Espinoza, Founder of Clover

November 13, 2025

Founder Matt reveals his "volume negates luck" playbook, using automated systems to generate millions of views and dominate SEO for rapid growth.

He walked away from $5M ARR—then built a $50M company. | Russ Fradin, Founder of Larridin thumbnail

He walked away from $5M ARR—then built a $50M company. | Russ Fradin, Founder of Larridin

November 10, 2025

Multi-time founder Russ Glass shares how Dynamic Signal pivoted from a failing influencer agency to a $50M ARR SaaS. Discover the power of emergent behavior and why paid adoption is the only true PMF signal.

He made 2 key changes —then grew to $100M ARR in 2 years &amp; exited for $2B. | Harish Abbott, Founder of Deliverr &amp; Augment thumbnail

He made 2 key changes —then grew to $100M ARR in 2 years & exited for $2B. | Harish Abbott, Founder of Deliverr & Augment

November 6, 2025

Deliver founder Harish Abbott on turning two key changes into $100M+ revenue and how customer obsession drives his new AI venture, Augment.

He built a $20B public company, left—then raised a $100M Series A. | Dheeraj Pandey, Founder of Nutanix &amp; DevRev thumbnail

He built a $20B public company, left—then raised a $100M Series A. | Dheeraj Pandey, Founder of Nutanix & DevRev

November 3, 2025

Nutanix & DevRev founder Dheeraj Pandey on building platforms, the cloud evolution, and how AI is unifying the fragmented world of SaaS.

He built a new database in his bedroom—now he powers Cursor, Notion and Anthropic. | Simon Eskildsen, Founder of turbopuffer thumbnail

He built a new database in his bedroom—now he powers Cursor, Notion and Anthropic. | Simon Eskildsen, Founder of turbopuffer

October 30, 2025

How Simon built TurboPuffer, a 100x cheaper vector DB, landed Notion & Cursor, and raised capital with a clear, principled approach.

He burned $4M to hit $100K ARR—but with 1 big change, he grew to $4.5M ARR in just 12 months. | Guy Podjarny, Founder of Snyk &amp; Tessl thumbnail

He burned $4M to hit $100K ARR—but with 1 big change, he grew to $4.5M ARR in just 12 months. | Guy Podjarny, Founder of Snyk & Tessl

October 27, 2025

Snyk founder Guy Podjarny on the hard journey to PMF: building for developers, realizing security teams are the buyers, and scaling to $19M ARR.

5x founder asked Ford for a contract so large—they acquired his company instead. | Amar Varma, Founder of Mantle thumbnail

5x founder asked Ford for a contract so large—they acquired his company instead. | Amar Varma, Founder of Mantle

October 23, 2025

5x founder Amar Goel on his journey from Tinder's serendipitous birth to a strategic sale to Ford, revealing how to secure PMF and beat incumbents.

He "kind of" had PMF for 8 years—until, after a rebuild, he grew 10x to $25M ARR. | Ben Alarie, Founder of Blue J thumbnail

He "kind of" had PMF for 8 years—until, after a rebuild, he grew 10x to $25M ARR. | Ben Alarie, Founder of Blue J

October 20, 2025

After an 8-year search, Blue Jay found true PMF by pivoting from supervised ML to LLMs, growing ARR from $2M to over $20M in two years.

They failed every POC—then grew their cybersecurity platform to $100M ARR in 5 years. | Dean Sysman, co-founder of Axonius thumbnail

They failed every POC—then grew their cybersecurity platform to $100M ARR in 5 years. | Dean Sysman, co-founder of Axonius

October 16, 2025

Axonius founder Dean reveals 3 enterprise GTM journeys, explaining how creating a new category and delivering rapid time-to-value wins trust.

He tested his pitch on Uber drivers—then built a cybersecurity platform to $180M raised. | Casey Ellis, Founder of Bugcrowd thumbnail

He tested his pitch on Uber drivers—then built a cybersecurity platform to $180M raised. | Casey Ellis, Founder of Bugcrowd

October 13, 2025

Bugcrowd founder Casey Ellis shares his journey of creating a marketplace for ethical hackers, overcoming market perceptions, and raising $180M.

He quit Google &amp; his 1st startup failed—but his 2nd grows at $1M ARR every 10 days. | Zach Llyod, Founder of Warp.dev thumbnail

He quit Google & his 1st startup failed—but his 2nd grows at $1M ARR every 10 days. | Zach Llyod, Founder of Warp.dev

October 9, 2025

Warp CEO Zach Lloyd on his journey from a failed startup to raising a $50M Series B pre-revenue & finding explosive growth via an AI pivot.

He tried to return $200K to investors 30 days in—then exited to Microsoft 5 years later. | Alex Sherman, Founder of Bluefish AI thumbnail

He tried to return $200K to investors 30 days in—then exited to Microsoft 5 years later. | Alex Sherman, Founder of Bluefish AI

October 6, 2025

Founder Alex details his journey: returning angel funds, pivoting to find PMF with PromoteIQ (sold to MS), and now building Bluefish for AI.

A drug dealer threatened to kill him—then he grew 50x in 3 Years to $50M ARR. | Brett Carlson, Found of ServiceUp thumbnail

A drug dealer threatened to kill him—then he grew 50x in 3 Years to $50M ARR. | Brett Carlson, Found of ServiceUp

October 2, 2025

From dodging death threats to a $4M/month run rate, ServiceUp's CEO shares the wild journey of pivoting from B2C to B2B in auto repair.

He pitched 100 VC and spent 3 years building— then grew to $7B AUM. | Doug Scott, Founder of Ethic thumbnail

He pitched 100 VC and spent 3 years building— then grew to $7B AUM. | Doug Scott, Founder of Ethic

September 29, 2025

From a bootstrapped idea to $7B AUM, Ethic's founder shares how a long build phase and a unique GTM strategy led to massive success.

PMF Observations: Speed is the only startup moat—&amp; why most founders lose it. thumbnail

PMF Observations: Speed is the only startup moat—& why most founders lose it.

September 25, 2025

For startups, speed is the ultimate moat. Prioritize relentless execution and a high volume of iterations ('reps') to outpace competitors.

He spent 5 months working with customers before building—then grew to $10s of millions ARR. | Aviv Leibovici, co-founder of Buildots thumbnail

He spent 5 months working with customers before building—then grew to $10s of millions ARR. | Aviv Leibovici, co-founder of Buildots

September 22, 2025

From Israeli intelligence to construction tech, BuildDots' founder shares how deep immersion and a key product pivot led to 4x YoY growth.

She cold messaged 50,000 engineers—then grew to $10M+ ARR. | Shensi Ding, Founder of Merge thumbnail

She cold messaged 50,000 engineers—then grew to $10M+ ARR. | Shensi Ding, Founder of Merge

September 18, 2025

Merge founder Shensi Ding on her journey from finance to tech, validating an idea with 100 calls, and the strategy to hit $1M in 7 months.

He bet his house on a startup—took 7 years to $1M, then hockey stick to $100M+ ARR. | Eldon Sprickerhoff, Co-Founder of eSentire thumbnail

He bet his house on a startup—took 7 years to $1M, then hockey stick to $100M+ ARR. | Eldon Sprickerhoff, Co-Founder of eSentire

September 15, 2025

eSentire founder Eldon Sprickerhoff on bootstrapping a cybersecurity firm to a $1B valuation, taking 7 years to hit $1M and 3 years to $10M.