I'm not aware of one I'm afraid. But if you like that you may also like https://gimletmedia.com/shows/the-pitch (which they seem to have stopped producing sadly) and/or https://launchedfm.com (which is app focused) and/or https://podcasts.apple.com/gb/podcast/the-good-luck-club/id1494631749. The WeWork saga discussed here (https://podcasts.apple.com/us/podcast/foundering/id1161880916) is in a way 'how I shouldn't... Source: over 2 years ago

Check out "The Pitch" if you want to listen to real people selling to real buyers in a strategic sales process. As someone whose career has been in mid-market/enterprise sales, this thing is gold. They interview the buyers afterwards and its super insightful. https://gimletmedia.com/shows/the-pitch. Source: about 3 years ago

Have you looked into https://beondeck.com? Seems similar to what you’re looking for but it’s a paid service. Source: almost 3 years ago

IMO beondeck.com would be the best fit for you. Source: almost 3 years ago

On Deck | Full-Time | Fully remote | https://beondeck.com | https://jobs.lever.co/ondeck On Deck is on a mission to build a modern education institution for the future of work. Today, On Deck has become the place top talent and ambitious builders go to accelerate their ideas and careers, empowered by a world-class community of their peers. Our customers f'ing LOVE us - nearly one in three of our all-time customers... - Source: Hacker News / almost 3 years ago

In Oct 2020, he joined On Deck (a modern education institution for ambitious people) as a Program Director to launch and run their inaugural No-Code Fellowship with fellows from over 30 countries. Source: about 3 years ago