Shillue appears regularly on Late Night with Jimmy Fallon as a member of the "Ragtime Gals", a barbershop quartet that also includes Jimmy Fallon, which performs pop songs in a barbershop style; examples include singing "SexyBack" along with Justin Timberlake and "Roxanne" along with Sting. Shillue has also appeared with Conan O'Brien doing stand up. He appeared in the film Mystery Team by Derrick Comedy in 2009. His television acting work includes guest spots on programs like Spin City, Broad City and Law & Order. Shillue was a correspondent on The Daily Show. Since 2014, Shillue has subbed in for Greg Gutfeld, co-hosting The Five. Shillue served as the permanent host of Red Eye from June 22, 2015, when Gutfeld left to host his new show The Greg Gutfeld Show, until Red Eye was cancelled in April 2017. Shillue remains a contributor on the Fox News Channel.
Stand-up and theatre
Shillue performs frequently as an opening act for Jim Gaffigan. He also performed a two-man show along with Gaffigan in the late 1990s called The North American White Male. Shillue has performed solo shows including Supernormal at PS122 and Dad 2.0 at Ars Nova Theatre.
Other work
Shillue announced his 12 in 12 project, whereby he would release an album of new material each month from November 2012 to October 2013. Some viewers of Red Eye believed the promotion of these new albums was simply a running gag on the show, a misconception which Shillue and Gutfeld dispelled on air, leading to a spike in sales. On April 25, 2017, Shillue, along with TV's Andy Levy began hosting Fox News Radio from 6 pm to 9 pm Eastern. On July 10, 2017, Shillue started as the host of the "Tom Shillue Show" from 3 pm to 6 pm eastern time on Fox News Radio. In 2019, Tom Shillue served as the host of "The Quiz Show" on Fox Nation. In the fall of 2019, Tom Shillue began doing humorous impressions of Democratic Representative and Chairman of the Congressional Intelligence Committee Adam Schiff on The Greg Gutfeld Show regarding the impeachment of President Donald Trump; examples of which can be found on various YouTube channels. In January 2020, Shillue started doing impressions of Democratic Presidential Candidate and former Vice President Joe Biden on The Greg Gutfeld Show.