2025 NBA Playoffs Game 5 Showdowns: Which Underdog Could Shock the Favorites Tonight?

Heads up: I’m making my biggest bet on a side for the Knicks-Celtics game and my biggest bet on a player prop in the Warriors-Timberwolves. Part of that is due to confidence in my handicaps. The other part is that I feel like gambling (responsibly, of course). Without further ado, let’s get into my NBA Playoff picks for Wednesday. 

Odds are the best available at the time of writing. 

Boston’s season all but ended when Jayson Tatum ruptured his Achilles at the end of the Celtics’ 121-113 Game 4 loss on Monday to go down 3-1. Since New York advancing to the Eastern Conference Finals is a matter of when, not if, the wrong team appears to be favored in Game 5. The Knicks won the first two games of this series in Boston and had a 95+% win probability in Game 4 at the time of Tatum’s injury. 

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