You're right about him being ahead of his time, OP. The Punk Rock thing isn't really relevant to the character, though. I mean Living Color did his final theme for the company.
What he was doing - fighting against the baby boomer multi millionaire who's main motivation was greed - happened just before 'Occupy Wall Street'. If they'd been smart enough with their writing - it could have fed off real world events. To me - that's when wrestling is at its best - when it can be paralleled with something in real life.
As far as being ahead of his time - even last night - with R Truth walking Jack Swagger to the ring for his fight,
Punk asked Vince if he could walk Chael Sonnen to the ring back in 2011 and Vince famously hit him with "MMA?! Someone's gonna die in their ring
"
Now - it's OK with the company.
They're currently letting Daniel Bryan run all the way with his version of the same gimmick. He got super lucky with the timing. The company is terrified of losing talent to AEW, so they give the people who they value more leeway and the ratings are so low, they can experiment with characters to see what sticks, knowing that less people are watching
Lowkey - I called beats from Bryan's new character on here three years ago, before his retirement - it's just what we knew of him at the time with the volume turned up.
Bryan could have been a great millennial hipster champ. Spraying the Authority down with wheatgrass smoothies. His Mania entrance would have been him driving into the arena in a Prius. That 'Loser Reduces Their Carbon Footprint' match with Trips would be
and again in '17
Punk was a missed opportunity as the rep for the millennials standing up against Baby Boomer Vince.
Bryan had enough juice with the fans to bring that wave back, if he hadn't gone down so soon into his title run - we might have got something out of them.
But yeah - To do the exact character OP is talking about - they need someone younger. And Black.