Pick A Side Stupid: A Comedy Debate Show
Day Jobs 2

Day Jobs 2

June 18, 2020

Boston Comedians Debate Day Jobs.  Hosted by Shawn Carter.

Award Winning

Award Winning

May 19, 2020

Would you rather win an award for WORST movie or BEST ADULT movie?

Who would you rather have as a running mate, a world renowned physicist or People Magazine's Sexiest Person Alive?

What's more surprising that Ghandi was never offered the Nobel Peace Prize or that Henry Kissinger was?

Favorite Movies

Favorite Movies

April 22, 2020

This week we debate our favorite movies, including: Jaws, Office Space, Labyrinth, and There Will Be Blood.

Sports (Overtime)

Sports (Overtime)

March 26, 2020

This week we talk sports.  Everything from wrestling to swimming and more.

Life Events w/ Guest Holly Perkins

Life Events w/ Guest Holly Perkins

March 11, 2020

While on your death bed what are you more concerned with: making sure your will is up to date or making sure your browser history is clear?

As a couple which is worse: having to move back in with your parents OR moving in with your significant other's parents?

Worst part of moving day: carrying a couch up a 3 story walk up or crashing your U-Haul truck on Storrow Drive?



March 3, 2020

A friend invites you over for a dinner party and tells you not to bring anything.  Do you bring something anyway, or do you follow their instructions and risk looking rude?

Which is the more troublesome thing to have on the table: your elbows or your cat?

Boston's funniest people debate etiquette in this hilarious episode.

LOVE - Valentine’s Day Show.

LOVE - Valentine’s Day Show.

February 20, 2020

At a wedding: Do you speak now and make a scene or forever hold your peace and let them learn a valuable lesson?

If Love is a battlefield than what are the real landmines: Truth or Lies?

What is the more important outfit: First date outfit or breakup outfit?

Boston's funniest comedians debate all this and more in this week's episode.

Ben Stiller

Ben Stiller

February 13, 2020

Zoolander, Dodgeball, Heavyweights and more we talk all the hits.



February 6, 2020

Alan Richardson vs Rachel Dunbar

Question: Iago brings up two possible reasons why he is looking to exact revenge on Othello, which one is more justified: Othello passed him up for a promotion or he thinks Othello might be screwing his wife? (Zach Jones)

Shelley Gruenberg vs Craig Bidiman

Question: Would you rather be Anne Hathaway of contemporary times or William Shakespeares wife Anne Hathaway? (Liz Estey)

John Farrell vs Chloe Cunha

Question: Do you think Shakespeare would be a good boyfriend or would he constantly be hitting on other people in front of you in bars via poems. (Emily Mame Ford)

Tricia D'Onofrio vs Hal Ley Griffin

Question: Which is the better euphamism: Making the beast with 2 backs or grazing lower "where the pleasant fountains lie"? (May Keith)

May Keith vs Ben Federln

Question: Would you rather be a blind witch or a c-section baby? (Mike Giordano)

May Keith vs Tricia D'Onofrio

Question: Which is the sadder death: being killed by your nephew or dying on your own birthday?

Shelley Gruenberg vs Alan Richardson

Question: What's the bigger tragedy: Romeo and Juliet or Pete Rose being banned from the Baseball Hall of Fame for gambling? (James Sheehan)

May Keith vs John Farrell

Question: How would you rather help a king: avenging his murder like in Hamlet or fixing his butt-hole like in "All's Well That Ends Well"? (May Keith)

John Farrell vs Shelley Gruenberg

Question: Smashmouth said "All that glitters is gold" Shakespeares said "All that glisters is NOT gold".  Who is right?  (May Keith)


Norse Mythology

Norse Mythology

January 30, 2020

Boston comedians debate Norse Mythology.

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