Carolina Panthers Caldwell began his career as a scouting assistant for the
Carolina Panthers from 1996 to 1997.
Indianapolis Colts Caldwell spent ten years (1998–2007) with the
Indianapolis Colts as an area scout. He was a member of the staff when the team won
Super Bowl XLI in
2006. His first order of business with the team was to fire the head coach
Mike Mularkey who had just completed his first season. On January 17, 2013, the team hired former
Seattle Seahawks defensive coordinator
Gus Bradley as his replacement, who was eventually fired late in the
2016 season. On February 23, 2018, the Jaguars extended his contract through 2021. On November 29, 2020, Caldwell was fired by the Jaguars following a 27–25 loss to the
Cleveland Browns and a 1–10 start to the season. He finished his tenure in Jacksonville with a record and a playoff record for a career record.
Philadelphia Eagles In 2021, Caldwell was hired by the
Philadelphia Eagles as a personnel executive. On June 3, 2022, it was announced that Caldwell had assumed the roles of senior personnel director and advisor to the general manager. He won a second Super Bowl championship when the Eagles defeated the
Kansas City Chiefs 40–22 in
Super Bowl LIX.
Florida On December 1, 2025, Caldwell was appointed general manager for the
University of Florida's
football program. ==References==