Holmes served as Chief of Staff to Leader McConnell from 2010-2013 before leaving to run his historic reelection efforts in 2014 that resulted in the first Republican Senate Majority in nearly a decade.

Early in his career, Holmes was a communications specialist serving as a Director of Rapid Response for the Republican National Committee and Staff Director of the Senate Republican Communications Center. Holmes has worked in both the House and Senate and is responsible for some of the most recognizable conservative messaging of the era.

In 2015, Holmes founded Cavalry, LLC with his partners, which has become one of the most prominent names in public affairs, serving clients in nearly every sector of the economy. Holmes has served as an advisor to the NRSC and many successful U.S. Senate campaigns since 2002 and continues to run Team Mitch, which is the primary political entity for Senator Mitch McConnell.

In 2020, Holmes helped found Bobcat Media, which produces one of the nation’s top political podcasts, “Ruthless,” which he co-hosts.

Holmes is a frequent guest on Fox News and resides in Arlington, Virginia with his wife Blair and two sons.