Jon Lovett

Blocks: I Wish I Knew w/ Neal Brennan · Oct 16, 2025 · 1h 44m

Neal Brennan interviews Jon Lovett (Pod Save America, Lovett or Leave It, Crooked Media) about the things that make him feel lonely, isolated, and like something's wrong - and how he is persevering despite these blocks.

00:00 Intro

1:55 Surprise Party Story

4:03 Writing background

4:49 Pod Save America

8:30 Rehabilitated Sad Sack

10:03 Depression, ADHD, Edibles

11:21 Relationship with Ronan Farrow ending

16:38 Finding love again

25:04 Afraid of being alone

26:56 Never felt like part of the gay world

37:36 Victimization & Liberals

54:09 Sponsor: BetterHelp

55:45 Sponsor: Mando

57:55 Democrats…