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Craig Calcaterra

I write Cup of Coffee, a daily baseball, politics, entertainment, and nonsense newsletter.

Chris Sale pitching

Cup of Coffee: February 25, 2026

Title card to the 1936 Disney short "Three Little Wolves"

Cup of Coffee: February 24, 2026

Bill Mazeroski crossing home plate in Game 7, 1960

Cup of Coffee: February 23, 2026

Bobby Valentine in his fake mustache in 1999

Cup of Coffee: February 20, 2026

Bruce Meyer of MLBPA

Cup of Coffee: February 19, 2026

A new union head, the press is in the tank for the owners, the Red Sox' bad jerseys, woke law schools, criticizing ICE will get your data subpoenaed, AI's terrible sales pitch, and a new U2 EP

Tony Clark and his big white beard in better times

Cup of Coffee: February 18, 2026

Mike Trout making a diving catch

Cup of Coffee: February 17, 2026