I'm not sure exactly what this segment will entail. It could be entertaining or it could be a train wreck, depending on how much corny comedy Vince wants put into it.
Bryan has shown that he can be pretty funny in an endearing way, citing some of the genuinely memorable & funny moments he's had while teaming with Kane. He was more laid back during his promo confrontation with Vince on Raw and it worked, in my opinion, so I'm hoping to see a little more fire come out of him here. I'm certain Bryan will get a ton of audience involvement by asking questions with a "Yes!" or "No!" answer. Since it was Stephanie's idea, I'm wondering if she'll initially be out there by herself or if Trips and/or Vince will be out there with her. It wouldn't surprise me if Bryan wound up saying something that winds up making Vince, Stephanie or both look kind of foolish, kayfabe, and Vince tries to "punish" him in some way by putting him in a match or even multiple matches like we saw happen on Raw a few weeks back.
Personally, I highly doubt that Bryan's image will change. There's no real need to because, frankly, his image seems to be part of a winning formula. Bryan's "Respect The Beard" shirt hasn't been out for all that long and it's selling well, so don't try to fix it if it ain't broke. Bryan's been growing his beard all thick & bushy not long after he won the WHC and if top officials were genuinely down on it, he'd have long since shaved it off. Daniel Bryan isn't the prototypical WWE Superstar, it's something that's been played up since Bryan first appeared on WWE television 3.5 years ago as part of NXT Season I. The shaggy beard and longish hair only further serves to set him apart. Besides, with the massive success of the television show Duck Dynasty, big bushy beards look to have become kinda popular again. In 2013, several wrestlers have popped up sporting thick, full beards. The Wyatt Family all have them, which definitely fits in with their characters, Matt Morgan returned to TNA sporting a thick bead and even Shawn Michaels himself sports one these days.