Simmons was a mediocre writer, that got in on the ground floor of blog style going mainstream. He built an empire on that, and good for him, but the landscape passes him by each passing year, as he becomes a hot take spewing parody he used to rail against. Jumping to television, was smart in the sense that it's not writing anymore, but he's a terrible television personality, and Any Given Wednesday might be the worst thing that ever aired on HBO. It was like a Fox Sports Boston show from 1997.
I guess he's going to produce documentaries for HBO now, but HBO already made the best sports documentaries, so that seems like a waste of money. Good for Bill for still getting paid, though.