I started a new show called Ambition, featuring deep dives on the most ambitious people from history. I spent dozens of hours producing the first episode, and I hope you like it. You can check it out on Apple Podcasts , Spotify , Overcast , YouTube , or wherever you get your podcasts. The new show is on a separate feed, and all episodes will be on that new feed. The first episode is about S.I.…
Episode 369: Justin Gordon interviews Dara Ladjevardian, Founder and CEO of Delphi, a company that creates a digital you - available 24/7 for coaching, Q&A, education, and more. Learn more about Delphi: https://www.delphi.ai/ Watch this episode and others on YouTube . Thank you to our sponsor, Relay Human Cloud! Find your next team member in minutes with Relay Human Cloud. Offshore talent, in…
Episode 368: Justin Gordon interviews Andrew D'Souza, Founder and CEO of Boardy, an AI Super Connector that helps you get the right introduction at the right time. Boardy raised an $8M seed round early in 2025, just months after announcing a $3M pre-seed round. Learn more about Boardy: https://www.boardy.ai/ Watch this episode and others on YouTube . Thank you to our sponsor, Relay Human Cloud! …
Episode 367: Justin Gordon interviews David Lord, Founder of Guidesly, the platform for booking the world's best outdoor trips and activities. Learn more about Guidesly: https://guidesly.com/ Applications now open for 43North, the accelerator David went through with Guidesly: https://43north.org/founders/program/ Watch this episode and others on YouTube . --- Connect with Justin: Twitter:…
Episode 366: Justin Gordon interviews Colleen Heidinger, President of 43North, a pioneering startup competition and venture program focused on building Buffalo into a thriving center for innovation and entrepreneurship. 43North invests $5 million annually in companies that relocate to Buffalo through its immersive accelerator program. Applications now open: https://43north.org/founders/program/…
Episode 365: Justin Gordon interviews Mehul Nariyawala, Co-Founder of Matic Robots, about his experience building two successful venture-backed startups, Flutter and Matic. Learn more about Matic , the world's most advanced floor cleaner. Watch this episode and others on YouTube . --- This episode is brought to you by Rho . With Rho, founders get: A single pane of glass they can use to run and…
Episode 364: Justin Gordon interviews Waseem Daher, Co-Founder of Pilot, about his experience as a 3x founder building a startup that's raised $150M+ in venture capital. Check out the founder salary report . Watch this episode and others on YouTube . --- This episode is brought to you by Rho . With Rho, founders get: A single pane of glass they can use to run and scale their business from Day 1:…
Episode 363: Justin Gordon interviews Abdul Al-Assad, co-founder and CEO of Basic Capital, about how he created the startup solution to finance investments and close the American ownership gap. Check out Basic Capital . Watch this episode and others on YouTube . --- This episode is brought to you by Rho . With Rho, founders get: A single pane of glass they can use to run and scale their business…
Episode 362: Justin Gordon interviews Jeremy Yamaguchi, founder of Lawn Love and Cabana Pools, about how he built and grew several "high-suck" companies in the home services industry. Check out Jeremy's company, Cabana Pools . Watch this episode and others on YouTube . --- This episode is brought to you by Rho . With Rho, founders get: A single pane of glass they can use to run and scale their…
Episode 361: Justin Gordon interviews John Andrew Entwistle, Founder and CEO of Wander, about how he built a luxury travel business at the age of 23. Book a Wander with inspiring views, hotel-grade amenities, dreamy beds, top-tier cleaning, and 24/7 concierge service. It's a vacation home, but better: https://www.wander.com/ Watch this episode and others on YouTube . --- This episode is brought to…