Orlando Baxter exploded onto the Boston comedy scene in 2005, and was quickly established as one of the areas hottest young comics. His fresh perspective and unique relatability soon made this former high school teacher a fan favourite and led to a string of finalist positions in a host of contests and festivals all over the world including NBC’s ‘Stand Up for Diversity’, Boston Comedy Festival,  Montreux Comedy Festival, Johannesburg International Comedy Festival, Edinburgh Fringe Festival, Turku Comedy Festival, and the Melbourne Comedy Festival. Orlando currently tours across the country performing at clubs, colleges and festivals at home and overseas.  In 2016, Orlando made his late night TV debut on the Conan show on TBS. And since then he's appeared on television shows like "Comedy Up Late" in Australia, B.E.T.'s "50 Central", Laff Mobb's Laff Track on Tru TV and TBN's Mike Huckabee show.  His DryBar comedy special “Glorified Baby Sitter” has over 10 Million views. In 2022, Orlando co-starred in the Amazon prime movie, “Salesmen” and independently  released his comedy special, “Live from South High” on YouTube. 





Comics Come Home 27 -Boston TD Garden - 2023

Comedy Special - Youtube - Live From South High - 2022 

AmazonPrime movie - “Salesmen” - February 2022

TBN Mike Huckabee Show - Oct 2020 

DryBar Comedy Special -“ Glorified Babysitter” - Dec 2019 (Over 3 Million views on Youtube & 5 Million on Facebook)

TBS - "Laff Mobbs Laff Track" - Stand up comic - Nov 2019

BET - "50 Central" - Stand up comic - Apr 2018

BBC World Service - "International Arts Comedy Hour" - Stand up comic - Jan 2018 - Radio 

ABC2 - "Comedy Up Late" - Stand up comic - June 2017

TBS - "Conan Show" - Stand up comic - Oct 24, 2016 

AXS TV - "Gotham Live" - Stand up comic - 2014 (2nd appearance)

AXS TV - "Gotham Live" - Stand up comic - 2013

Charter Communication Commercial - Principal actor - 2008

FYE Commercial - Principal actor - 2008

Show "Sox Appeal" - Contestant - 2008


Aug 2019 Edinburgh Fringe Festival (Scotland) 

Mar 2019 Johannesburg International Comedy Festival  (S Africa)

Nov 2017 Switzerland Comedy Tour (Geneva, Zurich, Basel)

Apr 2017 Melbourne Comedy Festival - Headliners (Melbourne Australia)

Oct 2016 Baltic State Comedy Tour (Finland, Estonia, Latvia, Norway) 

Sep 2016 Stand Up Turku Festival (Finland)

Aug 2016 Edinburgh Fringe Festival (Scotland)

Nov 2015 Johannesburg International Comedy Festival  (S Africa)

Aug 2015 Edinburgh Fringe Festival (Scotland) 

Dec 2014 Montreaux Comedy Festival - Finalist (Switzerland)

Nov 2010 Boston Comedy Festival - Finalist

Nov 2007 NBC Stand Up For Diversity - Finalist

July 2006 South Shore Comedy Riot - Winner


2014- 2017: Whitney Cummings
2009 - 2018: Jo Koy