10 Most Effective Wrestling Heels Of The 21st Century

2. Chris Jericho

Prince Devittt
WWE

Chris Jericho's return to WWE in 2007 was something of a bust; he remained popular, but even a two-year absence did not generate enough nostalgic goodwill to get his 2000 vintage babyface character over to a main event-level degree.

The man who made a career out of reinvention underwent his most successful metamorphosis yet when he donned a suit and rid himself of every recognisable part of his act. Gone was the grating caterwauling of his obnoxious Y2J era heel persona; in its place was a measured and monotonous tone deployed to position himself as intellectually superior to the "gelatinous hypocrites and parasites" too stupid to recognise how great he was. 2008 was his year, and his body of work was all the more impressive considering that he had reached bonafide legend status by that point. That level of respect usually makes it difficult to turn heel, but his old-school approach was so deftly performed that he rejuvenated his career entirely.

His feud with Shawn Michaels was one of the best in WWE's modern history - a near highlight reel of classic heel tropes (incorporating serious injury and spousal abuse) that never once felt contrived.

Jericho and Michaels were afforded creative control throughout. There's a lesson in that.

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Contributor

Michael Sidgwick is an editor, writer and podcaster for WhatCulture Wrestling. With over seven years of experience in wrestling analysis, Michael was published in the influential institution that was Power Slam magazine, and specialises in providing insights into All Elite Wrestling - so much so that he wrote a book about the subject. You can order Becoming All Elite: The Rise Of AEW on Amazon. Possessing a deep knowledge also of WWE, WCW, ECW and New Japan Pro Wrestling, Michael’s work has been publicly praised by former AEW World Champions Kenny Omega and MJF, and current Undisputed WWE Champion Cody Rhodes. When he isn’t putting your finger on why things are the way they are in the endlessly fascinating world of professional wrestling, Michael wraps his own around a hand grinder to explore the world of specialty coffee. Follow Michael on X (formerly known as Twitter) @MSidgwick for more!