10 Insane Wrestling Paydays

5. Bret Hart - $2,500,000 P/A For 5 Years

Jeff Jarrett Chyna Cash
WWE.com

Never had a man looked so sad to be earning so much.

Captured in the transcendent 'Wrestling With Shadows' documentary, Bret Hart faxing his life away to WCW in late-1997 is loaded with pathos. 'The Hitman' was basically chased out the door by Vince McMahon amidst a flurry of broken promises and sketchy practices that resulted in November's Montreal Screwjob.

Only a year prior, Bret had agreed to an unheard-of 20 year contract with WWE in which he'd transition from wrestler to road agent as part of his overriding intention to be with the company forever. By month eleven of the deal, McMahon already wanted out. During the 1996 negotions, a substantially-hotter 'Hitman' had an enormous offer on the table and had managed to secure it the second time around too. Cash couldn't by Hart's happiness, but $2.5million per annum for five years was more than enough to solidify his standing as one of the money performers in the industry.

The deal was a creative dud on both sides, but Bret at least saw every penny of the contract despite not having to work for much of it after his 2000 retirement and the company's own 2001 collapse.

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Michael is a writer, editor, podcaster and presenter for WhatCulture Wrestling, and has been with the organisation nearly 8 years. He primarily produces written, audio and video content on WWE and AEW, but also provides knowledge and insights on all aspects of the wrestling industry thanks to a passion for it dating back over 35 years. As one third of "The Dadley Boyz" Michael has contributed to the huge rise in popularity of the WhatCulture Wrestling Podcast and its accompanying YouTube channel, earning it top spot in the UK's wrestling podcast charts with well over 62,000,000 total downloads. He has been featured as a wrestling analyst for the Tampa Bay Times, GRAPPL, GCP, Poisonrana and Sports Guys Talking Wrestling, and has covered milestone events in New York, Dallas, Las Vegas, Philadelphia, London and Cardiff. Michael's background in media stretches beyond wrestling coverage, with a degree in Journalism from the University Of Sunderland (2:1) and a series of published articles in sports, music and culture magazines The Crack, A Love Supreme and Pilot. When not offering his voice up for daily wrestling podcasts, he can be found losing it singing far too loud watching his favourite bands play live. Follow him on X/Twitter - @MichaelHamflett