Tobey Maguire had a voracious gambling habit, a compulsive gambler of the worst kind, and allegedly part of Molly Bloom’s poker ring alluded
to in the movie “Molly’s Game”. Michael Cera plays a loosely disguised Maguire. Jessica Chastain plays Molly.
Molly Bloom organized poker games for many of Hollywood’s superstars in the early 2000s including Damon, Affleck and DiCaprio.
In her scathing memoir “Molly’s Game”, she absolutely excoriates Tobey Maguire as the nastiest, meanest, most vicious celeb she ever interacted with.
Maguire was “the worst tipper, the best player, the absolute worst loser”. He reportedly tried to humiliate her, making her bark like a seal for $1000 chip.
This antagonistic perspective didn’t make people think of Maguire as Spider-Man anymore.