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