Howard Stern

Howard seeing his friend Jimmy Kimmel get mainstream acceptance and chasing that same acceptance

Eric the Midget dying

Artie leaving

Howard losing his lawsuit with Sirius and then being much less interested in growing subscribers. Coincidces almost perfectly with the decline of the show

Covid

Being unnecessarily cheap with his staff and treating them like shit for no real reason

Going to Sirius. No ratings to keep up with , no station manger breathing down his neck, no FCC to go to war with, hundreds of millions without the hunger to have to be #1. 5 days to 4 days then 3 days then months off at a time. He got fabulously wealthy and lazy