Podcast Episodes
Back to Search461: GoProposal: How to Sell a Bootstrapped SaaS for 8-Figures - with James Ashford
Episode 461
James Ashford built GoProposal, a pricing and proposal platform for accountants, on a $5,000 WordPress multisite. Five years later, he sold it to Sage for eight figures with just 12 people on the tea…
Published on 9 hours ago
460: Assembled: From 8 Months Without a Dollar to 8-Figures - with Ryan Wang
Episode 460
Ryan Wang is the co-founder and CEO of Assembled, an AI platform for customer support that helps companies manage both human and AI agents more efficiently. Today, Assembled is an 8-figure ARR compan…
Published on 1 week ago
459: Everflow: From Selling Just Screenshots to $30M ARR SaaS - with Sam Darawish
Episode 459
Sam Darawish sold his first startup for $50M, then invested a few hundred thousand of his own money into Everflow. He didn't pay himself for two years. Most founders would never show screenshots at a…
Published on 2 weeks ago
458: Read AI: The 8-Figure Playbook for Product-Led Growth - with David Shim
Episode 458
David Shim sold his first startup for $200M, but when he started Read AI in 2021, he built something that failed spectacularly — 5% retention after 30 days. Instead of pivoting to chase revenue, he f…
Published on 3 weeks ago
457: Spectora: Bootstrapping to $27M ARR by Serving vs Selling - with Kevin Wagstaff
Episode 457
Kevin Wagstaff and his brother Michael turned a $5,000 investment into a $27 million ARR home inspection software business—without raising venture capital for the first six years.
After nine months o…
Published on 4 weeks ago
456: Mailtrap: From 20,000 Email Disaster to 7-Figure SaaS - with Sergiy Korolov
Episode 456
Back in 2011, Sergiy Korolov's team accidentally sent 20,000 test billing emails to real customers—a complete disaster. They built a simple internal tool to prevent it from happening again, shared it…
Published on 1 month ago
455: Accelevents: How 5 Years of Nights & Weekends Built a $10M ARR SaaS - with Jonathan Kazarian
Episode 455
Jonathan Kazarian built Accelevents to $10 million ARR working nights and weekends for five years while keeping his hedge fund day job. But when COVID hit just as he went full-time, every event world…
Published on 1 month, 1 week ago
454: Fyxer: From Executive Assistant Agency to $18M ARR AI SaaS - with Richard Hollingsworth
Episode 454
Richard Hollingsworth bootstrapped an executive assistant agency to $5M ARR, then pivoted to AI and grew from $1M to $18M ARR in just 8 months. Today, Fyxer serves thousands of professionals with the…
Published on 1 month, 2 weeks ago
453: StackAI: From MIT PhD to 7-Figure Enterprise AI Platform - with Bernard Aceituno
Episode 453
Bernard Aceituno went from PhD research at MIT to founding StackAI, a no-code AI platform that's now generating 7-figures in ARR with over 100 enterprise customers and $16M raised.
In this episode, B…
Published on 1 month, 3 weeks ago
452: Proof: SaaS Growth Lessons from $0 to $100M ARR - with Pat Kinsel
Episode 452
Pat Kinsel went from years of painful struggle at Notarize to building Proof, a SaaS platform approaching $100M ARR with 230 employees and $260M raised.
In this episode, Pat explains how a notary err…
Published on 2 months ago