Starting in 2002, Waldron served as an operations intern for the New England Patriots for two seasons before being promoted to operations assistant in 2004, where he handled special teams quality control duties and oversaw the completion of the weekly game plans.[3]
From 2005 to 2007, Waldron followed Patriots offensive coordinator Charlie Weis to the University of Notre Dame to serve as a graduate assistant.[1][3]
Waldron was rehired by the New England Patriots and worked under head coach Bill Belichick, also a Phillips Academy alumnus, as offensive quality control coach in 2008.[4] He was promoted to tight ends coach for the 2009 season.[2][4]
He left the Patriots after the 2009 season and joined the Hartford Colonials of the United Football League as their wide receivers coach in 2010.[2][5]
After spending 2011 at the Buckingham Browne & Nichols School, Waldron moved to the University of Massachusetts and was the recruiting coordinator and tight ends coach from 2012 to 2013 before being promoted to offensive line coach from 2014 to 2015.[6]
In 2016, Waldron was hired by the Washington Redskins as an offensive quality control coach.[7]
On February 2, 2017, Waldron was hired to be the tight ends coach for the Los Angeles Rams, under new head coach Sean McVay.[3]
On January 30, 2018, Waldron was named passing game coordinator, after Matt LaFleur became offensive coordinator for the Tennessee Titans. Head coach Sean McVay promoted offensive line coach Aaron Kromer to run game coordinator and Waldron to passing game coordinator in order to help fill the void.[3] In 2019, Waldron was promoted to quarterbacks coach after Zac Taylor was named head coach of the Cincinnati Bengals.[3]
On January 26, 2021, Waldron was hired by the Seattle Seahawks as their offensive coordinator under head coach Pete Carroll, replacing Brian Schottenheimer.[8]
On January 23, 2024, Waldron was officially hired by the Chicago Bears as their offensive coordinator under head coach Matt Eberflus, replacing Luke Getsy.[9] The Bears fired Waldron nine games into his tenure on November 12 after the team reached a 4–5 record midway through the season. The Bears ranked 30th in the league in total offense and 24th in scoring at the time of his dismissal.[10][11]
On February 6, 2025, the Jacksonville Jaguars hired Waldron to serve as their pass-game coordinator.[12]