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 nex

1:10 Jason intros episode 1000 + Brian Alvey & Lon Harris 3:58 "Money is the Root of All Evil" theme song 5:22 What were the first few episodes of TWiST like? 6:27 What is working with Jason like? 7:49 Tyler joins the show from Thailand and shares his history with TWiST 10:55 Brian gives his experience being the first guest on TWiST 11:59 Historic Clip: Gary Vaynerchuk on E24 18:12 History of podcasting as an industry 26:30 Historic Clip: Travis Kalanick on E180 29:54 What led to podcasting becoming a global phenomenon? 38:54 Historic Clip: Naval Ravikant on E244 42:31 How crazy was Jason in the early days of the show? 46:35 Historic Clip: Dave Goldberg on E251 47:55 Cultural shift in the general understanding of early-stage investing 53:44 Historic Clip: Chris Sacca on E291 58:36 Historic Clip: Chuck Johnson from a deleted episode 1:02:16 Historic Clip: Ed Catmull on E665/6 1:05:07 Jacqui explains how she booked Ed Catmull 1:11:24 Historic Clip: Aileen Lee on E988 1:14:52 Historic Clip: Jimmy Chamberlain on E491 1:21:43 What were "Insights from Tyler"? 1:22:47 Historic Clip: Greatest Insight from Tyler 1:25:51 Historic Clip: Peter Thiel on E525 1:27:27 Was the Peter Thiel/Gawker situation the greatest example of pettiness ever? 1:30:25 Historic Clip: Daniel Ek on E580 1:33:58 How has the perception of TWiST changed since the early days? 1:35:15 Historic Clip: Niklas Zennstrom & Sebastian Siemiatkowski on E583 1:39:57 Historic Clip: Peter Sunde on E765 1:43:23 What will the future of streaming & IP look like? 1:49:32 Historic Clip: Molly Wood on E969 1:51:05 What were the biggest changes from the last decade? 2:05:32 How has Jason changed as an interviewer? 2:09:50 Historic Clip: John Carreyrou on E828 2:11:55 Who should play Elizabeth Holmes in the upcoming movie? 2:13:02 Jason unveils the TWiST 1000 Cake and signs off and thanks everyone