[1] He was a teammate of Baltimore Ravens offensive coordinator Greg Roman, Brian Polian.,[2] Josh McDaniels, London Fletcher, formerly a linebacker with the St. Louis Rams, Buffalo Bills, and Washington Redskins, as well as Tom Telesco.
[4] His first order of business with the team was to fire the head coach Mike Mularkey who had just completed his first season.
[5] 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.
[8] 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.
On June 3, 2022, it was announced that Caldwell had assumed the roles of senior personnel director and advisor to the general manager.