About Ray O'Leary
Videos (222)
Videos 1 to 24 of 222.
0:43Guess By Feel | Ray O'Leary - Guy Montgomery's Guy Mont-Spelling Bee
23.2M views
0:31Put the bowl of glitter in the fridge, if you spill any glitter you are disqualified.
19.4M views
0:57Ray O'Leary - Spelling Bee - U S S R
1.7M views
0:53Taskmaster NZ: Name 100 Pokemon
1.7M views
1:00Taskmaster NZ: Most Unlikely Thing in a Public Restroom
892.9K views
1:00Taskmaster NZ: Most Unbelievable Thing
849.8K views
1:00Taskmaster NZ: Greatest Orange Thing
695.8K views
0:43How Many Letters? | Ray O'Leary - Guy Montgomery's Guy Mont-Spelling Bee
631.7K views
0:24Do the Most unpredictable thing at the end of the 500-second timer.
589.4K views
1:00Taskmaster NZ: Make a Horror Film
560.4K views
1:00Win something
529.1K views
0:43Unfair Advantage | Ray O'Leary - Guy Montgomery's Guy Mont-Spelling Bee
512.9K views
0:56Taskmaster NZ: Most Expensive Thing
385.8K views
0:37Taskmaster NZ: Cross Behind the Screen | Ray O'Leary
363.1K views
0:44Beauty and the geek
286.6K views
0:49Taskmaster NZ: Most Ruined Party Wins
276.6K views
0:58Ray O’Leary’s first HYBPA episode
268K views
0:58Taskmaster NZ: Get Married
261.2K views
0:47Side with the Taskmaster
232.8K views
1:00Spell an audience member's name | Ray O'Leary - Guy Montgomery's Guy Mont-Spelling Bee
227.7K views
0:42Aussie material
226.7K views
0:34The best thing that reminds me of home
220.7K views
0:44Best thing to have at night
215.5K views
48:56Ray O'Leary — Your Laughter Is Just Making Me Stronger (Full Comedy Special) 2025
193.5K viewsGuest appearances (3)
Videos on other comedians' channels featuring Ray O'Leary.
Guest appearances 1 to 3 of 3.
13:44YHCIH WITH RAY O'LEARY | Mark Watson
Mark Andrew Watson
7.4K views
43:24Ray O'Leary in Conversation
James Donald Forbes McCann
7.2K views
17:29RAY O'LEARY RETURNS | YHCIH with Mark Watson
Mark Andrew Watson
4.7K viewsChannels on this page: Mark Andrew Watson, James Donald Forbes McCann
Frequently asked questions
How did Ray O'Leary get his nickname?
At university, O'Leary's friends gave him the nickname "Ray" because they thought he sounded like Ray Romano. His full name is Matthew "Ray" O'Leary.
What did Ray O'Leary study?
He has a bachelor's and master's degree in philosophy from Victoria University of Wellington. Peter Singer's 1975 book Animal Liberation convinced O'Leary to become vegan.
When did Ray O'Leary start performing comedy?
Tired of working as a public servant, O'Leary began performing stand-up comedy in 2015 in Wellington. By 2018, he was also writing for television shows.
What comedy shows has Ray O'Leary performed?
He performed Young, Dumb and Full of Comedy with Lucy Roche in 2018, Everything Funny All the Time Always in 2023, and Your Laughter Is Just Making Me Stronger in 2024. He is known for his deadpan humour and grey suit.
What awards has Ray O'Leary won or been nominated for?
He won Best Newcomer at the 2016 Wellington Comedy Awards, and was nominated for the Billy T Award in 2017, for his show A Pessimist's Guide to Optimism, and in 2020, for his show Ray Against the Machine.
