That's one of the great unanswerable question of all time? LOL.
Seriously I don't know and apparently neither does Dave. Dave's supporters pitched him to JR but could never get his 'blessing.'
The idea of Dave returning has sailed in my opinion. I think he's established in Tampa, making a good living for him and his family and I don't think he's return to just do three innings or so as basically a caddy for Hawk or Farmer. If the Sox were ever to come to him and offer the primary announcers gig he'd consider it maybe...but again as long as JR owns the team, Hawk will be the main TV guy so the point is moot.