Caulfield begins his second season with the Ducks and sixth in professional baseball. The infielder played in 42 games with the Ducks in 2022 after joining the team midseason. He compiled a .288 batting average with two home runs, 20 RBIs, 33 runs, 49 hits, eight doubles, two triples, 10 stolen bases and a .393 on-base percentage. The California native reached base safely in each of his first 23 games with the team, posting a .417 OBP during that stretch, and he later put together a 14-game on-base streak. Defensively, Caulfield saw time at second base and shortstop as well as in the outfield, committing just three errors. He began the 2022 season with Tigres de Quintana Roo in the Mexican League, hitting .312 with three homers, 15 RBIs and 12 runs in 22 games.

The 28-year-old began his career in the Washington Nationals organization. Between 2017-19, he played in the rookie-level Gulf Coast League and in Single-A, combining to hit .246 with five homers and 45 RBIs over 99 games. He then went on to split the 2021 season between the Gary SouthShore RailCats of the American Association as well as the Tri-City Valley Cats and New York Boulders of the Frontier League. In 98 games that year, he totaled seven homers, 32 RBIs, 55 runs, 80 hits, 18 doubles, four triples, 15 stolen bases and a .338 OBP. Caulfield was originally selected by the Nationals in the 32nd round of the 2017 amateur draft.