8 Times Vince McMahon Regretted Huge WWE Contracts

3. Big Show

Vince McMahon Ultimate Warrior
WWE.com

Upon snatching Paul Wight from WCW in 1999, Vince McMahon must've thought he had hit the jackpot.

A legitimate giant with impressive movement and athleticism, Wight is the sort of monster performer who Vinny Mac famously gets tight in the pants over. And thus, McMahon signed Wight to a ten-year deal worth just shy of $1 million a year basic salary and turned him into the Big Show.

There's no doubting that Paul Wight will one day end up in the WWE Hall of Fame, with the four-time WWE Champion going on to be revered as one of the very best giants that the business has seen. The thing is, Vince must've spent so many of Big Show's early WWE career tearing his hair out about the contract he'd signed Wight to.

In recent years, Big Show has been brutally honest about just how green he was during the formative years of his WWE career. And McMahon was quick to realise that, with Show soon paired with the Undertaker in a move designed to teach the former WCW World Heavyweight Champion how to make the most of his unique attributes.

Still, weight issues and attitude problems saw Big Show on and off main WWE TV over the first few years of his time with the company, and the company went as far as to send him to developmental territory Ohio Valley Wrestling for a spell. Even when he was featured on WWE programming during those years, he was often utilised as a midcard comedic character who was far from the $1 million-per-year main event act Vince McMahon thought he was getting.

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