In this 14th consecutive solo episode, I start with the “SNL 50th Anniversary Special.” They rolled out classic skits that “didn’t age well,” according to Tom Hanks. But let’s be real—those were the best skits of all-time—back when Saturday Night Live was funny and we could make fun of each other. Then “wokeism” turned every sketch racial and unfunny.
I also talk about the latest O.J. Simpson Netflix documentary. We watched it the other night, and it brought back memories from high school when the verdict was read. From the prosecutions’ missteps to the role of Mike Gilbert (O.J.’s agent), I break down how “The Trial of the Century” changed race relations in America—for a little while at least.
Beyond that, I get into another masterclass on negotiations, Black Swans, trendsetters, real estate, and AI tools I’ve been using most.
Other topics covered in this episode:
- Racial comedy on SNL
- Decline in masculinity among SNL writers
- “Black Jeopardy” skit with Tom Hanks
- Lorne Michaels and Tom Hanks
- Evolution of comedy
- Wokeness & humor (or lack thereof)
- John Mulaney & Seth Meyers
- More 60 Minutes (of Propaganda)
- Samantha Powers’ former speechwriter’s severance
- Interview with German prosecutors
- Identifying propaganda
- “Online violence”
- Actresses Margaret Brennan & Caitlin Collins
- Are real estate taxes going away?
- Roth IRA benefits
- A fun Texas tax talk
- 9/11, Great Recession, Trump election
- How we get Fooled by Randomness (Amazon just showed me I purchased the book May 29, 2005)
- Importance of financial planning
- DNA evidence in OJ case
- Mike Gilbert’s role in helping OJ
- OJ verdict & race relations
- Mike Gilbert asked OJ what happened “that night”
- Trump-Putin negotiations
- Trump’s empathy and desire for peace
- Appealing to self-interest in negotiations
- U.S. & Russia’s historical relationship
- Elon Musk is the wealthiest man in the world
- Schadenfreude, jealousy & envy
- How to know if you’re one of the good guys or bad guys
- Importance of empathy and understanding
- AI tools I’m currently using
- Impact of AI on daily life
- Who I’ve given nicknames to in my life
- Evolution of language and new words
- I’ve been in a lot of street-fights
- Lessons learned from fighting
- Trendsetting & influence of words/phrases
- Lil Wayne & Super Bowl halftime show
- Kendrick Lamar’s selection to do halftime show
- The ability to recognize talent
- Authenticity and personal choices
- Advances in technology
- Living like a Rockefeller
- Rising standard of living
- Adapting quickly to technological advancements
Books mentioned:
- Fooled by Randomness by Nassim Taleb
- The Black Swan by Nassim Nicholas Taleb
- How I Helped O.J. Get Away with Murder by Mike Gilbert
- The Hitter’s Handbook by Chase Lambin
- What’s Our Problem? by Tim Urban
Listen here:
