About Ray O'Leary
Videos (221)
Videos 25 to 48 of 221.
1:00Ray O'Leary - Flibbertigibbet
191.8K views
0:46Ray O’Leary Music HYBPA
191.4K views
0:43Ray O'Learty - Suit - HYBPA
181.3K views
0:54Taskmaster NZ: Invent an Exercise Machine
179.2K views
0:38Most Braggable Item
176.5K views
0:59Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 7 Part 2
146.1K views
0:57Ray O’Leary featuring Robert Irwin on HYBPA
124.7K views
1:00Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 7 Part 3
124.7K views
0:33Royals
124.6K views
0:51Ray O'Leary - Bungee Jump HYBPA
116.4K views
0:58Ray O'Leary - Best of HYBPA answers episode 16 2022
114.1K views
0:56Ray O'Leary's Highlights - Have You Been Paying Attention? Season 2 Episode 1 Part 2
107K views
0:39I met a woman recently | Ray O'Leary
101.3K views
0:46Ray O’Leary - untouched HYBPA
100K views
0:50Ray O'Leary's Highlights - Have You Been Paying Attention? Season 2 Episode 10 Part 2
96.5K views
0:59Ray O’leary’s flat
91.5K views
1:38Practicing My Improv Skills | Ray O'Leary
87.3K views
0:57Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 16 Part 1
80.6K views
2:22Taskmaster NZ: Make this teenager think you're cool | Ray O'Leary
74.5K views
0:57Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 20 Part 1
71.8K views
43:42Ray O'Leary — Laughter? I Hardly Know Her! (Full Comedy Special) 2026
71K views
0:59Ray O'Leary's Highlights - Have You Been Paying Attention? NZ Season 2 Episode 15 Part 3
67.7K views
0:53Ray O’Leary - Italian plumbers
66.5K views
1:01Autism Awareness | Ray O'Leary @TheMelbComedyFest
61.7K 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.
