

E1000: 1000th Episode Retrospective! Jason & TWiST lifers Lon Harris, Brian Alvey, & Tyler Crowley re-live favorite moments & guests, highlighting innovations in podcasting & tech over the last decade, hitting global trends & what’s in store for the next 1000
Nov 12, 2019
This milestone retrospective dives into unforgettable moments from the show's history, featuring notable guests and humorous anecdotes. The hosts reflect on the evolution of podcasting, the challenges they faced, and the growing influence of tech in storytelling. Nostalgia meets innovation as they discuss the early days, cultural shifts in investing, and the impact of media representation. Insights on entrepreneurship and a lighthearted take on health tech scandals highlight their journey, celebrating both past triumphs and future ambitions.
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Episode notes
Goldberg's Angel Investing
- Jason Calacanis recalls Dave Goldberg's approach to angel investing as "pay it forward."
- Goldberg aimed to break even, prioritizing helping others over massive returns.
Startup Education
- Brian Alvey reflects on the educational shift in understanding startups over the past decade, thanks to shows like Shark Tank and This Week in Startups.
- Concepts like "product-market fit" have become mainstream, making startup culture more accessible.
Sacca's Fake Consulting Group
- Chris Sacca discusses faking it till you make it with his "Salinger Group."
- The fake consulting group gained legitimacy, even allowing friends to use it on their resumes.