Bruce Hooley was never exactly an unknown quality in Cleveland.
He was the Buckeyes beat reporter for the Plain Dealer for a lot of years, and did a lot of TV on ONN (and those shows would often be shown again on FS Ohio and STO)
The only reason he wound up here was because was he laid into Jim Tressel during the height of "Tattoo-Gate" and Dispatch Media (owners of the Columbus Dispatch, WBNS-TV/AM/FM, and ONN) didn't want to disturb their cozy relationship with OSU, so they showed Bruce the door.
Craig Karmazin saw a chance to snag the man who was "too hot" for Columbus, so he did it.
Quite honestly, it wouldn't shock me down the road (if he keeps up his quality work), that Hooley gets a Rizzo-type deal (complete with a small percentage of ownership).
Bruce Drennan is poison as far as radio PD's go, so that's why you'll never see him do radio again.
STO was looking to fill airtime when they first started, so they gave Drennan a show, and to his credit it has done well, and Bruce has become pretty much the face of STO and "All Bets Are Off" is by far their signature program. BD has a nice cushy deal with STO, so he probably doesn't want to do radio anymore.