I don't think there's anyone that has won more in the 20s than Phil at this point.
>Worked FOX into a WWE thing
>Worked money mark into millions
>Objectively the only guy who understood wrestling there, so quickly takes over as a top guy.
>Brawl In
>Brawl OUT-- which pretty much babyfaces him because Tony was a retard that couldn't handle the first one.
>Gets a heroes welcome in WWE
>Injured quckly (Kwab), but still heavily featured
>Had the last decent blood feud with Drew
>Fake Mains Mania, but arguably has higher standing than Cody who was being built around for three fucking years
>Spends the year showing up and just being consistent while everyone fucks off
>Clearly has creative control because he's one of the last draws they have
>This does two things, one: his stories are better than the usual slop, and two, makes HHH look even worse because he's a shitty booker
>Finally getting his ME with Roman and it's objectively one of the biggest matches WWE has left.
>Roman and Phil are basically in full money and miles mode anyway, so will take it seriously enough where the feud is interesting and as a fuck you to HHH
>No Vince for his entire time
Phil got paid, gets to run through Vince's company, and gets a fuck you on HHH because he'll eventually be fired for sucking.