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About Ray O'Leary

Ray O'Leary is a New Zealand stand-up comedian and actor. He began performing stand-up in Wellington in 2015. He won Best Newcomer at the 2016 Wellington Comedy Awards and was a Billy T Award nominee for A Pessimist's Guide to Optimism and Ray Against the Machine. His shows include Everything Funny All the Time Always and Your Laughter Is Just Making Me Stronger. He appeared in the fourth series of Taskmaster NZ, has written for 7 Days, and can be heard on the philosophy podcast Socrates Walks into A Bar.

Videos (221)

Videos 169 to 192 of 221.

Four Pret a Manger in One Day Challenge | Ray O'Leary1:53

Four Pret a Manger in One Day Challenge | Ray O'Leary

11.5K views
Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 16 Part 20:59

Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 16 Part 2

11.3K views
Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 22 Part 30:54

Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 22 Part 3

11.3K views
Some of the laughter is hurtful | Ray O'Leary0:22

Some of the laughter is hurtful | Ray O'Leary

11.2K views
Ray O'Leary's Highlights - Have You Been Paying Attention? Season 2 Episode 1 Part 31:01

Ray O'Leary's Highlights - Have You Been Paying Attention? Season 2 Episode 1 Part 3

11.2K views
Worst comedy show of all time | Ray O'Leary @7daysnz0:14

Worst comedy show of all time | Ray O'Leary @7daysnz

11K views
I was the Whanganui widowmaker0:56

I was the Whanganui widowmaker

10.9K views
Laughter? I Hardly Know Her Trailer | Ray O'Leary0:30

Laughter? I Hardly Know Her Trailer | Ray O'Leary

10.8K views
Ray O'Leary Highlights - 7 Days - Answers - Clip 20:54

Ray O'Leary Highlights - 7 Days - Answers - Clip 2

10.6K views
First day as a hunter | Ray O'Leary @7daysnz0:17

First day as a hunter | Ray O'Leary @7daysnz

10.6K views
I've always had bad health | Ray O'Leary0:35

I've always had bad health | Ray O'Leary

10.4K views
My Partner and I | Ray O'Leary1:04

My Partner and I | Ray O'Leary

10.2K views
Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 22 Part 40:57

Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 22 Part 4

10K views
Using my friend's bathroom | Ray O'Leary0:33

Using my friend's bathroom | Ray O'Leary

10K views
I live a very spartan lifestyle0:36

I live a very spartan lifestyle

10K views
Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 22 Part 10:57

Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 22 Part 1

10K views
Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 16 Part 31:01

Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 16 Part 3

9.8K views
Nothing manlier than being in a band called Queen | Ray O'Leary @7daysnz0:24

Nothing manlier than being in a band called Queen | Ray O'Leary @7daysnz

9.7K views
Ray O'Leary - The Cheap Seats - Book Week1:34

Ray O'Leary - The Cheap Seats - Book Week

9.4K views
Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 20 Part 30:56

Ray O'Leary's Highlights - Have You Been Paying Attention? Season 1 Episode 20 Part 3

9.2K views
Vegan Jokes | Ray O'Leary0:48

Vegan Jokes | Ray O'Leary

9.1K views
Someone translated my philosophy bit into Spanish1:07

Someone translated my philosophy bit into Spanish

8.9K views
Buck Shelford | Ray O'Leary 7 Days NZ0:11

Buck Shelford | Ray O'Leary 7 Days NZ

8.9K views
I hope I never inspire someone to do stand-up comedy0:46

I hope I never inspire someone to do stand-up comedy

8.7K views

Guest appearances (3)

Videos on other comedians' channels featuring Ray O'Leary.

Guest appearances 1 to 3 of 3.

Channels 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.

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