Dave and Milt welcome Alan Siegel — yes, that Alan Siegel, the guy who literally wrote the book Stupid TV: Be More Funny – How The Golden Era of The Simpsons Changed Television and America Forever. If you thought you loved The Simpsons, wait until you hear Alan dissect his top 10 episodes with a surgeon’s precision and a fanboy’s heart.

We’re talking Radio Bart, Bart Sells His Soul, Marge vs. The Monorail, and the rest of the Mount Rushmore of Springfield. These aren’t just funny episodes — they’re cultural autopsies of America served up with Duff Beer and a Sideshow Bob cackle. Along the way we get trivia nuggets, writer shoutouts, and Alan’s camp stories (yes, summer camp connects here — don’t ask, just listen).

Bottom line: it’s a nerdy lovefest for the show that taught us how to laugh at society, politics, and ourselves — long before Twitter ruined jokes forever.

Topics

00:54 Special Guest: Alan Siegel

01:20 The Simpsons: A Shared Passion

02:09 Alan’s Summer Camp Connection

04:09 How Alan Ended Up at The Ringer

07:28 Why The Simpsons Still Rules

09:20 Bart Sells His Soul

13:41 Homer at the Bat

44:19 Smooth Segue (or not)

44:38 Itchy & Scratchy & Marge

46:10 Simpsons as Social Commentary

48:06 Simpsons the Fortune Teller

50:27 Itchy & Scratchy & Poochie

54:19 Fan Interaction, Simpsons Style

57:10 Marge vs. the Monorail

01:04:04 Homer the Heretic

01:08:33 Last Exit to Springfield

01:13:11 Lisa’s Substitute

01:18:12 Mr. Plow

01:21:49 Simpsons Trivia + Wrap-Up