Jefferson "Jeff" Caldwell (born February 20, 1996) is an American retired professional soccer player who played as a goalkeeper.

[2] While at college, Caldwell appeared for USL PDL sides Seattle Sounders FC U-23[3] and Colorado Rapids U-23.

[12] He started for Miami in the team's 1–0 loss to Louisville City FC in the Eastern Conference Quarterfinals.

[13] On December 7, 2021, it was announced Caldwell would join USL Championship side Colorado Springs Switchbacks ahead of their 2022 season.

He was a member of the United States’ 2013 Concacaf U-17 Championship squad, and was also named to roster for the 2015 FIFA U-20 World Cup, but did not see game action.