From campaign trail confessions to cultural handoffs and Wayans family tributes, Episode 13 is a masterclass in political real talk. Rich and Kevin break down how Democrats keep fumbling generational handoffs—from Clinton to Gore, Obama to Clinton, and Biden to Harris—and what it reveals about power, succession, and respect. With special nods to Marquita Sanders and Keenan Ivory Wayans, the episode is a blend of political strategy, cultural homage, and personal wisdom on knowing your worth, protecting your time, and playing the long game.

Topics

📍 00:30 – Knicks Nostalgia & The Value of Vision

Kevin confesses his 90s-era Knicks fandom while Rich introduces the therapeutic power of the podcast. The duo reflects on how podcasting helps document history and decompress from the political grind.

📍 04:00 – Knowing Your Worth in Campaign Work

Rich and Kevin discuss being Black operatives, general consultants, and how the political machine often exploits talent without giving equity. Shoutout to Marquita Sanders for being “built for the wild.”

📍 11:00 – The Clinton-Gore Fumble & Lessons from 2000

The two dissect how Democrats blew the handoff from Clinton to Gore—downplaying success, alienating Clinton, and not leveraging a strong economy. The result? A near-miss that let Bush sneak in.

📍 25:00 – Biden-Harris and the Problem with Symbolism

Did Democrats put Kamala on the ticket just for optics? Kevin and Rich argue that Biden never cultivated her as a true successor and Obama wasn’t fully on board—leading to another “fumble.”

📍 37:00 – Looking Ahead to 2028: Who's Got Next?

The fellas eye potential 2028 contenders, from Raphael Warnock to Wes Moore, and break down the importance of authenticity, Southern roots, and ditching purity tests in Democratic primaries.

🐍 Mamba Mentality Award

🏆 Keenan Ivory Wayans & Dr. Michael Williams

Rich honors Keenan Ivory Wayans for blazing a trail in Black Hollywood and uplifting his entire family—from I'm Gonna Git You Sucka to Scary Movie.

Kevin salutes Dr. Michael Williams, a neurosurgeon who became the first Black person elected to anything in Concord, MA by standing up for what's right and flipping the school board.