9. Shane McMahon
The "Shane McMahon: wrestler" character used to make so much sense.
Go back and look at when he first fluked his way to becoming European Champion at X-Pac's expense. A virtuoso pro wrestler had lost to the spoilt little rich kid with ample help from his heel friends, and was due an almighty battering in the rematch. That story was a trojan horse for Triple H turning on DX at WrestleMania XV, but 'The Money' took the promised beating all the same.
The win he got that night might have done something to his McMahonian Ego - he ended up retiring that title, and went on to fancy his chances against the likes of The Big Show and Kane in the years that followed. He did at least jump from high places, but even that was a case of diminishing returns after an insane SummerSlam 2000 original that holds up to this day.
Post-2016, the joke just wasn't funny anymore. McMahon had reason to think he was cool after the pop and buzz his return generated, but matches against The Undertaker and AJ Styles positioned the chancer as a man that could apparently subsume the skills of his opponent. It was neither believable nor entertaining, and the power apparently ran out in 2023 - McMahon couldn't copy The Miz' near-perfect injury record, blowing his quad on a leapfrog literally as Michael Cole was mid-sentence gushing about how he could still go.