His first RBI and double for the Yankees came on the same play on April 4, 2017, versus the Tampa Bay Rays at Tropicana Field, in the third inning of a 5–0 Yankees win. His first home run for the Yankees was on April 7, on a pitch by Baltimore Orioles starter Ubaldo Jiménez in the third inning of a 6–5 loss. The following day, Holliday collected his 2,000th career hit versus Kevin Gausman, a first-inning single, in a 5–4 loss to the Orioles. Holliday drew a career-high five walks on April 9, tying a Yankees franchise record. On April 28, Holliday hit a walk-off three-run home run off Jayson Aquino, which capped a comeback after trailing 1−9, and helped a 14−11 win over the Orioles.