Philip Caulfield

In 2024, Caulfield helped guide Skyline College to a 30-14 record, the program's second 30-win season in the last three seasons. That season, the Trojans finished in a tie for first place in the Coast-North Division and advanced to the CCCAA 3C2A Super Regionals for the second time in three seasons. He is entering his first year on the USF coaching staff.

A Burlingame, Calif., native, Caulfield attended and graduated from Burlingame High School. Upon graduation, he spent two seasons at Skyline College, leading the Trojans to the playoffs and a regional berth for the first time since 2009, along with leading the Coast Pacific Conference in hits (55), second in batting average (.374) and second in steals (18).

Following his stint at Skyline, he played two seasons at LMU, garnering All-WCC First Team honors in 2016 and 2017. He hit .341 with 65 runs scored, 14 doubles, four triples, three home runs, and 51 RBI throughout his two-year career with the Lions.

Caulfield began his professional career in 2017 when he was drafted in the 32nd round of the Major League Baseball (MLB) Draft by the Washington Nationals. After playing three seasons with the Nationals organization, in 2021, he played for the Gary Southshore RailCats, Tri-City Valley Cats, and the New York Boulders of the Independent League. He made his Atlantic League debut with the Long Island Ducks in 2022, posting a .288 batting average with 49 hits in 170 at-bats, ranking 34th best in the league, before ending his professional career with the Southern Maryland Blue Crabs in 2023.

In 2024, Caulfield helped guide Skyline to a 30-14 record, the program's second 30-win season in the last three seasons. That season, the Trojans finished in a tie for first place in the Coast-North Division and advanced to the CCCAA 3C2A Super Regionals for the second time in three seasons.