Just for the fun of it, here are the 30 biggest and wildest what-ifs that will haunt NBA Finals history forever.

Big names such as Magic Johnson and Isiah Thomas declined to participate in "Celtics City," Bill Simmons said.

The Ringer's Bill Simmons doubled-down on his MVP take, picking Denver Nuggets ' Nikola Jokic over Oklahoma City Thunder ...

The LA Lakers will be entering the playoffs once more after finishing as the third seed in the Western Conference. The Lakers face the sixth-seeded Minnesota Timberwolves, who reached the Western ...

Barack Obama listens to the Bill Simmons Podcast "religiously," according to Jimmy Kimmel. Specifically, the weekly NFL podcast during the season featuring Kimmel's Cousin Sal, known as "Guess the ...

But longtime NBA personality Bill Simmons has devised a plan to have Flagg land with the Celtics. This would be a few years down the line, but Simmons believes Boston could have a good chance to ...

Whether he feels it's because of their personnel or rigged officiating, Celtics superfan Bill Simmons accused the Lakers of getting favorable calls.

The insight Bill Simmons gave regarding a potential playoff matchup between the Boston Celtics and Chicago Bulls is intriguing. With the Celtics very likely to finish with the 2nd Seed in the East ...

Which means the Boston Celtics will not be in a position to add the Maine product into the fold. Bill Simmons, as he always does, has a longterm plan to get the big man in green and white.

In a recent episode of The Bill Simmons Podcast, the NBA pundit laid out a tongue-in-cheek—yet oddly plausible—five-year strategy to bring future superstar Cooper Flagg to the Boston Celtics.

After Grousbeck opted to go with Chisholm’s offer, popular podcaster Bill Simmons, a lifelong Celtics fan, laid out how things had been “uneasy” and “awkward” between Pagliuca and ...