Matt Ruby is one of the brightest stars on the New York City comedy circuit. Prior to his visit this weekend at Comedy Plex, we talked with Matt about a galaxy of issues, including his podcast, “Kind of a Lot,” and his affinity for Substack.
What’s it like being a comedian in the Big Apple?
It’s like the best, most transcendent thing in the world. It’s a never-ending rock you’re pushing up the hill. I love it. I get to perform with a lot of great names. And then there is the running around at night, feeling like you’re on the front line of the mental healthcare system in America.It’s like the best, most transcendent thing in the world. It’s a never-ending rock you’re pushing up the hill. I love it. I get to perform with a lot of great names. And then there is the running around at night, feeling like you’re on the front line of the mental healthcare system in America.
The New York Times calls your humor “button-pushing.” How do you push people’s buttons?
You talk about things people aren’t supposed to talk about. Your goal has to be funny and express your view of the world. I’m a big George Carlin disciple. The goal is not to just push buttons but at the end have people laugh and say, “That’s an interesting point, I never thought about it that way.”
You’re a podcaster. How challenging is it to build a following with that?
I think it takes time and you have to really stick with it. I’ve invested a lot of time in my Substack, “Rubesletter.” I enjoy writing and even my podcast, it’s audio essays I’m writing out, a prepared piece. It’s trying to do something no one else is doing. You’re trying to find your own audience instead of being a copycat. I think it’s like anything else, patience … but that’s the price of doing something that no one else is doing.
What is the biggest challenge in comedy today?
We used to complain about gatekeepers, a couple of key decisionmakers that could determine your career and getting on to the next level. Social media has devalued the importance of gatekeepers and people who never had opportunities before, now they do. This lowest-common-denominator stuff online works. Now it’s being elevated and celebrated, and it’s a bummer if you care about comedy at the highest levels.
What advice would you give to a new(er) comedian looking for their big break?
First thing I would say is, stop looking for your big break. I think that’s a fantasy, the overnight sensation. With overnight sensations, it’s usually 15 or 20 years of work. I think there is Steve Martin’s advice, be undeniably good. Figure out what makes you stand out. Also, I’ve got another e-newsletter I do, “Funny How,” it’s also on Substack three times a week. It’s tips and advice from comedy legends. It’s about the philosophy of standup and comedy.
Matt is a comedian, podcaster and author who seems to be everywhere online, so check him out this week before his 8 p.m. performances Friday and Saturday at Comedy Plex. His website is a great place to start, where you can click on his YouTube channel, Instagram and TikTok.
Take 5: MATT RUBY