Eddie Pepitone Is One Purchase Away from Happiness

Episode 144

12th November 2025

You might know Eddie Pepitone from standup stages around the country, as “The Heckling New Yorker” on Late Night with Conan O’Brien, as an actor on Reno 911! or Bob’s Burgers, from his brand new comedy special The Collapse, or from his podcast Apocalypse Soon. Or if you’re a close follower of people who get worked up about purchasing binoculars and then never really use the binoculars, you might know him from that because that’s also who Eddie is. He fills us in on his constant search for just the right shopping decision that will solve his problems and set his world in order but he just can’t seem to find it. True contentment lies within, of course, you Sleepyheads know that, but let’s not tell Eddie. Using a much softer voice and calmer demeanor than he’s traditionally known for, you’ll drowsily follow along on Eddie’s shopping quest and ultimately doze off while he’s still comparing features and prices. Maybe he’ll buy a canvas chair.

Episode notes

You might know Eddie Pepitone from standup stages around the country, as “The Heckling New Yorker” on Late Night with Conan O’Brien, as an actor on Reno 911! or Bob’s Burgers, from his brand new comedy special The Collapse, or from his podcast Apocalypse Soon. Or if you’re a close follower of people who get worked up about purchasing binoculars and then never really use the binoculars, you might know him from that because that’s also who Eddie is. He fills us in on his constant search for just the right shopping decision that will solve his problems and set his world in order but he just can’t seem to find it. True contentment lies within, of course, you Sleepyheads know that, but let’s not tell Eddie. Using a much softer voice and calmer demeanor than he’s traditionally known for, you’ll drowsily follow along on Eddie’s shopping quest and ultimately doze off while he’s still comparing features and prices. Maybe he’ll buy a canvas chair.

Watch Eddie’s stand-up special The Collapse on YouTube.

Hey Sleepy Heads, is there anyone whose voice you’d like to drift off to, or do you have suggestions on things we could do to aid your slumber?

Email us at: sleepwithcelebs@maximumfun.org.

Follow the Show on:

Instagram @sleepwcelebs

Bluesky @sleepwithcelebs

TikTok @SleepWithCelebs

John is on Bluesky @JohnMoe

John’s acclaimed, best-selling memoir, The Hilarious World of Depression, is now available in paperback.

_________________________________________________________________________

Join | Maximum Fun

If you like one or more shows on MaxFun, and you value independent artists being able to do their thing, you’re the perfect person to become a MaxFun monthly member.

In this episode...

Host
Producer

Guests

  • Eddie Pepitone

About the show

Getting to sleep can be difficult sometimes. Now you can achieve that urgently needed rest by taking advantage of our most precious natural resource: celebrities. Each week on the slyly humorous and reassuring Sleeping With Celebrities, host John Moe talks with a different guest from the world of entertainment about something they know a lot about. The conversation is guaranteed to be just interesting enough to draw your attention away from your own swirling anxieties but never interesting enough to keep you awake. No startling revelations, no dramatic screaming confrontations, but plenty of low-key dialogue, intricately laced deadpan comedy, and a ticket to dreamland.

Podcast art by Stefan Lawrence.

People

Host

Producer

How to listen

Stream or download episodes directly from our website, or listen via your favorite podcatcher!

Share this show

New? Start here...