I think with that intense (and brilliant) backstage "shoot" promo he did on WWE.com a week or so ago, this would be the right time for a push but it would have to take place after WrestleMania since the build up to WrestleMania is crowded enough. I say he takes Punk's spot as the vocal character of the WWE. I know how that sounds, but bare with me.
Night after WrestleMania XXX, HHH cuts a promo about how the show was a disaster (either because he lost to Daniel Bryan or his guy Batista didn't win the WWE title). He talks about bigger and better things and Authority stuff and yadayadayada...then...all of a sudden, Dolph Ziggler attacks him. When asked why, he talks about how he's tired of being cast aside and mistreated backstage. Like he said in his WWE.com promo, he's sick of being told "don't be too good" and he steals the show every night and the crowd loves him, but for some reason, he hasn't garnered The Authority's attention in order to even be considered for a WWE Title. He name drops guys like Daniel Bryan and makes a CM Punk reference (since they definitely won't say his name on WWE TV) in relation to guys who had to somehow get their attention because they didn't have "the look" but had the fan's approval instead. "Do I have your attention now, Hunter?" He asks with a smile. Later on, HHH comes out and tells Dolph he now has his undivided attention. "You want a shot, kid? I'll make ya famous." HHH tells him which leads to months of HHH sicking his hounds on Dolph (maybe HHH forms an alliance with The Wyatt's to take out Dolph or maybe he stays aligned with Dean Ambrose and/or Seth Rollins after The Shield's break up; may be even gets Batista involved). I'm not saying the feud would have to end with a Dolph vs HHH match (since HHH would bury the guy) but maybe a win over someone with "the look" at a ppv like SummerSlam or even approval from HBK would be enough to show an embarrassed HHH. Anyone see where I'm going with this?