If you watch this clip from his show, he keeps saying he’s not talking about Molly but then he says things may apply to Molly, etc.
I’m gonna guess that Molly’s contract is up, she wanted big money to renew because she’s been part of the show for a decade and along the successful ride SAS brags about all the time…and when the show is promoted it’s always SAS and Molly in the images.
Molly probably wanted big money since SAS got a massive raise, ESPN maybe gave her a max number and she said fukk that I’ll just leave right now then.
So SAS is going on and on about not ruining relationships and your name in the biz, not having leverage, being realistic about your demands, not leaving what you have because the grass might not be greener, etc. It’s obvious a lot of this pertains to Molly.