Jeffrey Ross. This may come as a surprise to some comedy fans, but long ago, Jeff Ross was a correspondent for the first two years of TDS's existence. Since then, as we all know, Jeff’s name has come to be accompanied by the moniker, “Roastmaster General,” and has served as a roaster for the past eleven televised celebrity roasts from Comedy Central. In addition to his work in comedy, Jeff was also on season seven of Dancing With The Stars, though he was eliminated in the very first episode. Jeff has co-hosted Jimmy Kimmel: Live! and currently hosts his own show, The Burn With Jeff Ross, on Comedy Central, which has run for two seasons.
Watch Jeff Ross roast Donald Trump for Comedy Central.
Stephen Colbert. We all know this one, I shouldn’t even have to do this. But here we go: Stephen Colbert joined the show in 1997, before Jon Stewart was the host, and until 2012 was the longest serving correspondent in show history, with a whopping almost nine years before leaving in 2005 to create the Colbert Report, a show that interacts so heavily with TDS, it’s almost impossible to watch one and not the other. Something you may not know, however, is that aside from being a titan in the world of news-mockery, Colbert was the voice of Ace of The Ambiguosly Gay Duo with fellow correspondent Steve Carrell, has been on Whose Line Is It Anyway a couple times, and has also lent his vocal talents to recurring characters in Adult Swim’s Harvey Birdman: Attorney At Law and The Venture Bros.
Here’s a montage of Stephen’s best from The Daily Show’s “We Were Correspondents” series.
Mo Rocca. First of all, yes, Maurice Rocca is his legal birth name. One of the most beloved early correspondents for the show, Mo Rocca got his first start in TV working as a writer/producer for the TV series Wishbone. Following his time on TDS, Mo continued regularly reporting the news as a contributing correspondent for Larry King Live, The Tonight Show on NBC as well as 2000’s election coverage, and CBS Sunday Morning, as well as regularly appearing as a panelist on NPR’s Wait wait… Don’t tell me! Additionally, Rocca has won an Emmy for his work in writing the 64th Annual Tony Awards.
Check out Mo’s coverage of California’s 2003 Syphilis scare.
Stacey Grenrock-Woods. Stacey was on TDS for a solid five years as a contributing correspondent, and was one of the few correspondents to start their tenure during Craig Kilborn’s term as host and to end it in Jon Stewart’s. She is one of several former correspondents to be featured on Arrested Development (a credit she shares with Ed Helms, Rob Riggle, Lauren Weedman, and Rob Corddry), and has also appeared on MSNBC’s Countdown With Keith Olbermann. She is one of two correspondents to do a modeling shoot for Playboy – the other is Olivia Munn – and currently she writes as a sex columnist for Esquire.
Here’s a clip of Stacey reporting on a Santa Cruz city council trying to get President Bush Impeached.
Denny Siegel. A correspondent for only a year, chances are, if you recognize Siegel, it’s from her many appearances on ABC’s Whose Line Is It Anyway? Sadly, she and Stephen Colbert didn’t cross paths on any episodes. In the past couple years, she also had appearances on House and Curb Your Enthusiasm.
Watch this clip of Denny reporting on a missing Wallaby.
Steve Carell. Almost certainly the most famous Daily Show alum (whose only possible competition for that title would be his fake correspondent rival, Colbert), Carrell’s comedy roots go back to his time at the Second City troupe in Chicago — where Colbert often served as his understudy. Certainly one of the most popular TDS correspondents, he began the show as Jon Stewart replaced Craig Kilborn, and he left the show to pursue his role as Michael Scott in the smash hit NBC adaptation of The Office. He is also a prolific film actor, with his breakout role as Evan Baxter in 2003’s Bruce Almighty, several films with Judd Apatow including Anchorman, The 40-Year-Old Virgin, and a cameo in Knocked Up, Jay Roach’s Dinner For Schmucks, and received a huge amount of praise for his roles in Little Miss Sunshine and Crazy, Stupid, Love. He has also provided voice work for the Despicable Me franchise, Horton Hears A Who!, and Over The Hedge.
Here’s a montage of Steve’s best, from The Daily Show’s, “We Were Correspondents” series.