Bill Simmons didn't get a job with "his sports pundit podcasts". He sold a podcast network that he built from nothing. And it was the second network he'd built. He sold it for $250m, earning himself $100m. And he's increased the network by 50% since working at Spotify. Plus he does 4 podcasts a week. He got his job as an executive because he's a talented, motivated guy who knows what he's doing in the podcast business world. He's great at spotting talent and nurturing it. His sports columns were one of the most widely read across the whole of the US. He's not where he is today because he blagged his way with a podcast.
Further, he did not sign H&M and the like. That was Dawn Ostroff who's been sacked.
I get that people don't like anyone saying bad things about Harry and Meghan because they like them. I really do understand. I felt the same about the Queen. But don't do experirnced, hard-working, talented people down because Harry couldn't get his arse out of bed to do some work.