Dave and Milt break down the most memorable musical moments and controversies from the iconic Saturday Night Live. They discuss specific incidents including Sinead O'Connor's Pope photo-tear, Ashlee Simpson’s lip-sync debacle, and Rage Against the Machine’s protest, as well as touching on SNL's influence on modern comedy and music trends. The hosts also offer hot takes and personal insights, such as suggesting Justin Timberlake should join the SNL cast and arguing Andy Samberg’s superior comedic talent over Adam Sandler's. They conclude with a tribute to Paul Simon's poignant post-9/11 performance of 'The Boxer,' which they deem the most significant moment in SNL's history.
Topics
01:19 Listener Email: Bruce's Resignation
02:49 Kanye West and Documentary Discussion
06:15 Hot Takes on SNL Music Documentary
06:47 Mike Myers and Justin Timberlake on SNL
17:13 Ashlee Simpson's Lip Sync Incident
21:17 Sinead O'Connor's Controversial Performance
26:12 Elvis Costello and Fear's Performances
38:50 Saturday Night Live Trivia
39:48 Musical Guests Who Never Appeared on SNL
41:33 Rage Against the Machine Controversy
47:14 Kanye West's Antics
51:53 Eddie Murphy's Musical Comedy
56:19 Andy Samberg vs. Adam Sandler
01:02:40 The Influence of Lonely Island
01:10:45 Paul Simon's Post-9/11 Performance
01:15:03 Final Thoughts and Wrap-Up
On Purpose with Jay Shetty
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