| Question | Diff. | By | Answers |
| What was the full name of Jon Stewart & Stephen Colbert's joint rally that was held at the National Mall in Washington DC in 2010 | Medium | msd85 | • The Rally To Annoy Republicans • The Rally To Unite America • The Rally To Restore Sanity And/Or Fear • The Rally To Occupy DC |
| Who was the first ever musical guest to perform on the show | Hard | msd85 | • Bruce Springsteen • Coldplay • They Might Be Giants • The White Stripes |
| Who was the very first guest Jon Stewart ever interviewed on the show | Hard | msd85 | • Gillian Anderson • Michael J. Fox • Denis Leary • David Alan Grier |
| How many Emmy Awards has the show won | Hard | msd85 | • 4 • 8 • 12 • 16 |
| What is the name of the show's bi-annual election coverage | Easy | msd85 | • Clusterf**k To The White House • Indecision 20__ • Poll Smoking • Mark Your Calendar |
| What long running segment featured Steve Carell and Stephen Colbert debating a contentious topic | Medium | msd85 | • Even Stephen • Formidable Opponent • Five Questions • Backfire |
| What acronym was long used as gag initials for anything with a long multiple worded name | Hard | msd85 | • MILF • NAMBLA • AARP • GOP |
| How many foreign heads of state have appeared as guests on the show | Hard | msd85 | • 3 • 5 • 7 • 9 |
| What three US Presidents have appeared as guests on the show | Medium | msd85 | • Barack Obama, Bill Clinton & Gerald Ford • Barack Obama, George H.W. Bush & Jimmy Carter • Barack Obama, George W. Bush & Bill Clinton • Barack Obama, Bill Clinton & Jimmy Carter |
| Who was the long time holder of the record for most appearances as a guest until NBC's Brian Williams broke it earlier this year | Medium | msd85 | • Denis Leary • Sen. John McCain • Richard Lewis • Will Ferrell |
| What recurring contributor to the show also appears as the PC guy in the "I'm A Mac/I'm A PC" commercials | Medium | msd85 | • John Hodgman • Lewis Black • Josh Gad • Al Madrigal |
| What former WWE champion has appeared as the show's "Senior Ass Kicker" | Medium | msd85 | • Stone Cold Steve Austin • The Rock • Triple H • Mick Foley |
| Who is the show's "Senior Black Correspondent" | Easy | msd85 | • Wyatt Cenac • Aasif Mandvi • Larry Wilmore • Lewis Black |
| Who was the orignal host of the show before Jon Stewart took over in 1999 | Medium | msd85 | • Craig Kilborn • Chris Hardwick • A. Whitney Brown • Lizz Winstead |
| What two correspondents are married in real life | Easy | msd85 | • John Oliver & Samantha Bee • John Hodgman & Kristin Schaal • Aasif Mandvi & Olivia Munn • Jason Jones & Samantha Bee |
| What correspondent would go on to star in his own wildy successful spin-off series | Easy | msd85 | • John Oliver • Steve Carell • Stephen Colbert • Jason Jones |
| What two correspondents would go on to star together in the hit TV series The Office | Easy | msd85 | • Steve Carell & Stephen Colbert • Steve Carell & Ed Helms • Steve Carell & Rob Corddry • Steve Carell & John Oliver |