Woodley was one of the best MMA fighters on the planet. Some people said the former welterweight champion was on course to eclipse Georges St-Pierre’s record as the greatest 170-pound MMA fighter ever. However, his UFC career came to an abrupt end and he wound up boxing YouTuber Jake Paul.
Paul defeated Woodley after a massive build-up and a boring bout. But the pair agreed to a rematch on short notice. This became a career-defining mistake for Woodley because Paul savagely knocked him out. It was a major indignity because of Paul’s lack of combat sports experience (via Draft Kings).
Gerrard’s story is one of the most tragic on this list because he was a brilliant servant for Liverpool. He came through the club’s youth ranks before captaining the team to glory. However, he never won the Premier League title with his boyhood team and arguably cost his team a long-awaited victory (via The Mirror).
The notorious career-defining moment came against Chelsea in 2014. Liverpool was ahead of Manchester City with a game in hand. Mamadou Sakho sent a weak backpass to Gerrard but the captain slipped as he attempted to retrieve it. Then Chelsea’s Demba Ba stole the ball and scored the goal that snatched Gerrard’s dream away.
‘The Butt Fumble’ remains one of the most hilarious and embarrassing moments in NFL history. It could only have happened to a Jets player because they endure the worst luck. Sanchez was a decent quarterback but failed to set the world on fire during his time with Gang Green (via USA Today Sports).
Then one play became a career-defining moment. Sanchez took the snap and faked a pass but the play broke down. Next, he charged forward as he tried to recover but ran face-first into lineman Brandon Moore’s behind. The Patriots retrieved the ball and immediately scored a touchdown to rub salt into Sanchez’s wounds.