Kendrick Perkins reminds Bill Simmons about Toronto Raptors ‘wager’

Almost as soon as the 2025-26 NBA regular season officially ended, Kendrick Perkins made sure everybody knew he kept the receipts for Bill Simmons.

The former NBA player who’s now a prominent commentator in ESPN’s coverage of the league sent out a reminder via social media at 2:10 a.m. on Monday, April 13, that he was right about the Toronto Raptors and Simmons – the former ESPN personality who founded The Ringer website and podcast network, hosts “The Bill Simmons Podcast,” and wrote “The Book of Basketball,” – was wrong.

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This particular feud between Perkins and Simmons dates back to June 2025 when Perkins posted a video in which he called Simmons a “fool,” among other things, after apparent criticism Simmons had levied against Perkins for predicting the Raptors would be a top-six seed in the Eastern Conference during the 2025-26 season. Simmons, at the time, offered to put a “wager” on Perkins’ take.

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Dribble into this collection of dunk photos as NBA stars posterize opponents

Oct. 26: The Dallas Mavericks’ Cooper Flagg dunks the ball past the Toronto Raptors’ Sandro Mamukelashvili at the American Airlines Center.

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Dribble into this collection of dunk photos as NBA stars posterize opponents

Oct. 26: The Dallas Mavericks’ Cooper Flagg dunks the ball past the Toronto Raptors’ Sandro Mamukelashvili at the American Airlines Center.

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Dribble into this collection of dunk photos as NBA stars posterize opponents

Oct. 26: The Washington Wizards’ Cam Whitmore dunks the ball against the Charlotte Hornets at Capital One Arena.

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Dribble into this collection of dunk photos as NBA stars posterize opponents

Oct. 26: The Brooklyn Nets’ Michael Porter Jr. dunks in front of the San Antonio Spurs’ Victor Wembanyama at Frost Bank Center.

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Dribble into this collection of dunk photos as NBA stars posterize opponents

Oct. 25: The Denver Nuggets’ Christian Braun dunks the ball against the Phoenix Suns’ Grayson Allen at Ball Arena.

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Dribble into this collection of dunk photos as NBA stars posterize opponents

Oct. 24: The Memphis Grizzlies’ Jaren Jackson Jr. dunks against the Miami Heat at FedExForum.

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