Karoline Leavitt: Everything You Didn't Know About Her Sh*tty Past - Hysteria

Apr 19, 2026
In our 38th episode of This F*cking Guy, Erin and Alyssa dive deep into the past of the MAGA mouthpiece, Karoline Leavitt. From “growing up in a small business family” to her college broadcasting days, to being the ultimate tradwife hypocrite, to shapeshifting into an obsequious Trump a** kisser, this may be one of our most irritating guys yet!

CHAPTERS
0:00 - Intro
2:07 - Early Life
5:05 - First TV Appearances
7:42 - Internship for Trump 1.0
9:22 - Post-January 6th Thoughts
10:05 - Failed Run for Congress
17:14 - Ad Break
21:18 - Campaign Loss and Finance Violations
22:37 - Karoline in Love
23:44 - Joining Trump’s 2025 Campaign
27:51 - Press Secretary for Trump 2.0
34:45 - Karoline’s Lowest Moments
38:20 - Rating Karoline Leavitt