Episodes

She got rejected by 22 VCs—then built 6sense to $100M+ in revenue. Now she's back for AI. | Amanda Kahlow, Founder of 1mind
April 6, 2026

She got rejected by 22 VCs—then built 6sense to $100M+ in revenue. No…

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...

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How this AI founder is on track to hit $50M ARR just 2 years after launch. | Tarek Alaruri, Co-Founder of Stuut
April 2, 2026

How this AI founder is on track to hit $50M ARR just 2 years after la…

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 e...

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He launched a free product for enterprise customers—then grew to $12M ARR in 2 years. | Bhaskar Sunkara, Co-Founder of AppDynamics
March 30, 2026

He launched a free product for enterprise customers—then grew to $12M…

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…

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He raised $41M in one year to replace enterprise accountants with AI. | Yogi Goel, Founder of Maxima
March 26, 2026

He raised $41M in one year to replace enterprise accountants with AI.…

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 t...

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She raised $20M from Accel to replace QuickBooks with AI. | Helen Hastings, Founder of Quanta
March 19, 2026

She raised $20M from Accel to replace QuickBooks with AI. | Helen Has…

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was a software engineer who noticed a massive problem: accounting software for startups was broken, manual, and weeks out of date.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 t...

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How he grew his AI startup from $2M to $20M ARR in 12 months. | Omar Haroun, Co-Founder of Eudia
March 19, 2026

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

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 transf...

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He moved to the US with nothing. Now he does $750M ARR. | Mateo Marietti, Founder of CookUnity
March 16, 2026

He moved to the US with nothing. Now he does $750M ARR. | Mateo Marie…

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 near...

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This 3x founder hit $1M ARR in 5 months. Here's his playbook. | Roy Moussa, Founder of GetVocal
March 12, 2026

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

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 ...

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He made 0 sales for the first 8 months. Now he does $200M+ ARR. | Ryan Anderson, Founder of Filevine
March 9, 2026

He made 0 sales for the first 8 months. Now he does $200M+ ARR. | Rya…

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 realit…

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He ignored users for a year. Then landed a $1M contract. | Sam Jones, Co-Founder of Method Security
March 5, 2026

He ignored users for a year. Then landed a $1M contract. | Sam Jones,…

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 bas...

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He raised $150M with $0 revenue. Then hit $1M ARR in 4 months. | Michel Tricot, Co-Founder of Airbyte
March 2, 2026

He raised $150M with $0 revenue. Then hit $1M ARR in 4 months. | Mich…

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 f...

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He failed for 5 years. Then hit $20M ARR with 100% outbound. | Didi Gurfinkel, Founder of Datarails
Feb. 26, 2026

He failed for 5 years. Then hit $20M ARR with 100% outbound. | Didi G…

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 on...

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His startup powers OpenAI's Voice Mode. Last month, they became a unicorn. | Russ d’Sa, Co-Founder of LiveKit
Feb. 22, 2026

His startup powers OpenAI's Voice Mode. Last month, they became a uni…

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 ...

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He pivoted at $1M ARR—then raised $120M. | Kevin Tian, Co-Founder of Doppel
Feb. 19, 2026

He pivoted at $1M ARR—then raised $120M. | Kevin Tian, Co-Founder of …

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 k…

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He sold his first startup for $100M. Then raised $250M in 18 months. | Dileep Thazhmon, Founder of Jeeves
Feb. 16, 2026

He sold his first startup for $100M. Then raised $250M in 18 months. …

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 scal…

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He sold his first 2 startups. His 3rd grew to $1M ARR in 3 months. | Chaz Englander, Founder of Model ML
Feb. 12, 2026

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

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 th...

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He fired all his customers. Then built a $1B startup in 2 years. | Jay Madheswaran, Co-Founder of Eve
Feb. 9, 2026

He fired all his customers. Then built a $1B startup in 2 years. | Ja…

Jay was running a respectable AI startup with $3M ARR. But he knew it wasn't a venture-scale rocket ship. So, he decided to fire all his customers, pivot the entire company, and bet everything on a new vertical: legal AI for plaintiff attorneys. Eve went from zero to unicorn status in under two yea…

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He wrote the book on Account Based Marketing. Here are his GTM secrets for enterprise. | Bassem Hamdy, Founder of Briq
Feb. 5, 2026

He wrote the book on Account Based Marketing. Here are his GTM secret…

Bassem took Briq from a failed data idea to a Series B leader in construction financial automation.But the path wasn't linear. In this episode, Bassem reveals how he pivoted to RPA bots, why he killed a high-growth fintech pr...

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He got rejected from YC—then grew to $1.8B in under 2 years. | Max Junestrand, Founder of Legora
Feb. 2, 2026

He got rejected from YC—then grew to $1.8B in under 2 years. | Max Ju…

Max went from a YC rejection to building a $1.8B company in less than two years. His company, Legora, is the fastest YC-backed company to become a unicorn in history. His path to insane growth was not standard: after raising ...

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He sold dog food from his condo. Now he does $100M+ a year. | Russell Breuer, Founder of Spot & Tango
Jan. 29, 2026

He sold dog food from his condo. Now he does $100M+ a year. | Russell…

Russell went from working in private equity to hand-delivering dog food on the NYC subway at 5 a.m. He didn't start with a VC check; he started with a studio apartment kitchen and a belief that dog food was broken. In this ep...

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He made 100 cold calls a day. Now his startup is worth $600M. | Harman Narula, Founder of Canary Technologies
Jan. 26, 2026

He made 100 cold calls a day. Now his startup is worth $600M. | Harma…

Harman went from cold-calling hotels 100 times a day to building the category-defining guest management platform for the hospitality industry. Canary built a $600M company by first solving one tiny, annoying problem: paper cr...

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He got 100k signups in 30 days. They all churned. 2 years later, he hit $10M ARR. | Rich White, Founder of Fathom
Jan. 22, 2026

He got 100k signups in 30 days. They all churned. 2 years later, he h…

In this episode, Rich breaks down the wild story of Fathom's launch. He reveals how they secured a prime spot on the Zoom Marketplace and generated 100,000 signups in 30 days—only to realize 99.9% of them were useless. He discusses the pivot to monetization when the market crashed, how to design a …

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He grew his startup to $150M ARR & an IPO. Now he's back for the AI wave. | Bob Tinker, Founder of MobileIron & BlueRock
Jan. 19, 2026

He grew his startup to $150M ARR & an IPO. Now he's back for the AI w…

Bob is a serial entrepreneur who founded MobileIron, grew it to $150M in revenue, and took it public. Now, he's back with his fourth startup, BlueRock, tackling the next massive wave: agentic AI security. In this episode, Bob...

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How his AI-enabled Services startup hit $1M ARR in just 3 months. | Shahar Peled, Founder of Terra Security
Jan. 15, 2026

How his AI-enabled Services startup hit $1M ARR in just 3 months. | S…

In less than 12 months, Shahar went from an idea to a $30M Series A and a team of 40. He didn't sell another AI tool—he built an AI-first service that replaced expensive human consultants in the massive pen-testing market. In this episode, Shahar breaks down the "Service-as-Software" playbook that …

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