What happens when you’ve poured everything into a campaign, only to watch it all fall apart? In this episode of The Southern Comfort Podcast, Kevin and Rich take a brutally honest look at the 2016 election, the strategic missteps that cost Hillary Clinton the presidency, and why Black voters (especially Black men) still feel politically homeless. From Obama-era campaign lessons to the future of the Democratic Party, they unpack what went wrong—and what needs to change before 2024. Plus, the Mamba Mentality Award goes to a political powerhouse who’s taken more hits than most and keeps showing up.

Topics

📍 03:42 – "They Don't Know What the Hell They're Talking About"
Obama’s surprising take on high-powered political rooms—and why HBCUs prepare you to own the table.

📍 06:54 – "Iowa Is a Scam (And Always Was)"
The guys debate whether the Corn State ever really mattered—and why South Carolina is finally getting its due.

📍 22:25 – "The South Was Winnable. So Why Did They Ignore It?"
The night Bill Clinton himself pulled Rich aside to vent about the campaign’s biggest mistake.

📍 27:52 – "Black Voters: Taken for Granted or Just Left Behind?"
How campaigns misread Black political engagement—and why economic survival trumps everything, even racism.

📍 35:45 – "Losing to Trump Twice Hits Different"
Kevin reflects on working three anti-Trump campaigns, and why both times the Democrats lost, a woman was on the ballot.

🏆 Mamba Mentality Award Goes To…

🐍 Hillary Rodham Clinton (HRC) – For resilience, consistency, and getting back up no matter how many times she’s knocked down. Love her or hate her, she never stopped fighting.

🐍 Honorable Mention: President Obama’s Shade – Because realizing that half the people in power have no idea what they’re doing is the real political awakening.