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Jeff Has Cool Friends
Jeff May
162 episodes
6 days ago
Jeff May has cool friends and he wants you to meet them! Join the comedian/host as he and one or more of his cool friends talk about what makes them so cool.
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Comedy Interviews
Comedy
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All content for Jeff Has Cool Friends is the property of Jeff May and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Jeff May has cool friends and he wants you to meet them! Join the comedian/host as he and one or more of his cool friends talk about what makes them so cool.
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Comedy Interviews
Comedy
Episodes (20/162)
Jeff Has Cool Friends
Do You See What We See with Alex Simanovsky

'Tis the season for Holiday movies, and producer/cohost Alex Simanovsky has chosen to record a long-awaited sequel to 2022's surprise hit pod Do You Hear What We Hear. Join your hosts as they discuss their favorite media of the season! Listen as Alex and Jeff go through a list of their superlatives (and not-so-superlatives) in several categories as they are left home alone, meet a couple of Vince Vaughns, and develop a crush on a puppet.




And once you've listened, SHARE YOUR PICKS IN THE COMMENTS!

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1 week ago
1 hour 47 minutes 25 seconds

Jeff Has Cool Friends
Jeff Had Cool Friends (in 2025)

This episode is one episode-slot early, but that's ok! What a year, let's talk about it as I try to stay on track during a solo pod while I'm riddled with ADHD!And please, if you're so inclined, check out Patreon.com/jeffmay for early access to uncensored episodes with bonus content, exclusives, care packages, and more!

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1 week ago
41 minutes 31 seconds

Jeff Has Cool Friends
NERD! Episode 42: National Lampoon's Christmas Vacation (feat. Emy LaCroix Halle)

Join mega nerds Dre Alvarez and Jeff May as they geek out on a different nerdy cultural touchstone every month. Part reminiscence, part historical deep dive. This month, Dre and Jeff WRAP up their season on Movies Dre Should've Seen by Now with the 1989 Christmas Comedy classic National Lampoon's Christmas Vacvation. And because we theme these episodes to the corresponding holiday, we've added special guest (and Christmas aficionado) Emy LaCroix Halle (Hobby Hopping with Emy)

There's a lot to unpack about this hilarous (yet rooted in controversy) Holiday staple, so let's get 25,000 lights up on the house, jolin the Jelly of the Month Club, and say Grace (even though she died 30 years ago) as we tackle one of the (debatably) greatest Christmas movies of all-time, that for some reason Dre Hadn't Seen Until Now.

And, of course, don't forget to follow Emy (@theemylacroix, @hobbyhoppingwithemy) Dre (@nerdnumbers) Jeff (@heytherejeffro2 or @heytherejeffro) on the socials, and have a nerdy day!

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2 weeks ago
1 hour 46 minutes 13 seconds

Jeff Has Cool Friends
Jeff Has Cool Friends 107: T.J. Chambers

T.J. Chambers, my latest Cool Friend, is one of my favorite people on the planet. One of those friends you can go without seeing for a bit and then immediately just pick right back up where you left off. Well, that's how this episode starts, and it keeps flowing from there. T.J. and I last spoke on a podcast in 2019, and since then he's had a show on SyFy, hosted many panels at cons, and become a writer/producer for the Mythical team, doing a ton of work with Rhett and Link over on the regular network, as well as the fascinating Wonderhole project! Also one time we got our butts handed to us at a Marvel trivia event with another incredible Cool Friend, that it has become a legendary ass-whooping.
Look, we talk about a lot on this episode. So much, in fact, that before we knew it, he had to leave the Mythical offices so the crew could lock up. This means, while we coasted through the regular episode, we were unable to record the bonus content in time, and have decided to record it again later this week in order to post it on the Patreon for you all!

Anyways, please enjoy, make sure to follow @tjchambersla on the Instant Gram, watch Rhett and Link's Wonderhole, and head on over to patreon.com/jeffmay for early access to uncensored episodes, exclusive shows, custom tiers and even more from Jeff and T.J. down the line!

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3 weeks ago
1 hour 15 minutes 27 seconds

Jeff Has Cool Friends
Jeff Has Cool Friends 106: Brian Kiley

My very Cool Friend, Brian Kiley, is such an incredibly talented and, well, cool guy. You might know Brian as a multi-time Emmy winner for writing on shows like Conan and Ellen, his countless appearances doing standup on various Late Night shows over the years, or as a frequent comic on Mint on Card (my live show in Burbank), where he never ceases to tear the roof off the house with his meticulously crafted brand of standup. You ALSO might recognize him as appearing on Comics Unleashed with Byron Allen, airing the night this gets published on CBS! You also might know him as the writer of one of my favorite jokes of all-time: "I did some research and it turns out, I'm super Irish.  Even my blood type is O apostrophe."
I simply know him as a great guy, hilarious comic, and representative of all the best parts of being from Massachusetts. Like me, but nice and charming and smart! This was one of those episodes that felt effortless from start to finish, and I truly hope you enjoy this one, because we had a blast recording it. So please enjoy, check brian out on Instagram (@kileybriancomic), check out his incredible DryBar special on youtube, and head on over to Patreon.com/JeffMay for early access to uncensored episodes with exclusive content we recorded JUST FOR PATRONS, along with exclusive shows, giveaways, and so much more!

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1 month ago
1 hour 5 minutes 12 seconds

Jeff Has Cool Friends
NERD! Episode 41: Warrior (2011) Feat. Dan Alvarez

Join mega nerds Dre Alvarez and Jeff May as they geek out on a different nerdy cultural touchstone every month. Part reminiscence, part historical deep dive. This month, Dre and Jeff continue their season on Movies Dre Should've Seen by Now with the 2011 action classic Warrior. And because we theme these episodes to the corresponding holiday, we've added special guest Dan Alvarez to fight with his brother about a movie where brothers fight.

There's a lot to unpack about this move that is far better than it has any right being, listen to Moby Dick on tape, fight Russian Kurt Angle, and cry like absolute babies, as we tackle one of the greatest, but most forgotten, sports movies of all-time, that for some reason Dre Hadn't Seen Until Now.

And, of course, don't forget to follow Dre (@nerdnumbers) Jeff (@heytherejeffro2 or @heytherejeffro) on the socials, and have a nerdy day!

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1 month ago
2 hours 9 minutes 57 seconds

Jeff Has Cool Friends
Jeff Has Cool Friends 105: Jenn Sterger

Jenn Sterger is one of my coolest Cool Friends, and I'm so grateful she joined me for this episode. Jenn is a, well, Jenn of All Trades, so to speak. She's a comedian, actress, journalist, podcaster, cat rescuer, model, and so much more. She's found herself in the center of many different forms of public attention, and boy do we talk about a lot of them.

Honestly, I could spend all day writing up all the reasons that I adore Jenn, but I think when you listen to the episode, you'll understand why. So please enjoy, follow @jennifersterger on the socials, check out her Brand Army account with comedy and really rad photos, and hot damn is this Patreon-Exclusive Bonus Content both unbelievable and INCREDIBLY accidentally prescient towards certain news that broke in the 12 or so hours between recording and publication? Head over to Patreon.com/jeffmay to hear it, plus early access to uncensored episodes with bonus content, exclusive podcasts, stuff in the mail, and so much more!

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2 months ago
1 hour 5 minutes 38 seconds

Jeff Has Cool Friends
NERD! 40: Aliens (1986)

Join mega nerds Dre Alvarez and Jeff May as they geek out on a different nerdy cultural touchstone every month. Part reminiscence, part historical deep dive. This month, Dre and Jeff begin their season on Movies Dre Should've Seen by Now with the 1986 sci-fi action classic Aliens. Yes, you read that right: Dre hasn't seen Aliens!

There's a lot to unpack about the sequel that created a franchise, so let's get our certified powerloader license, get on the express elevator to hell, and take off and nuke the site from orbit, as we tackle one of the most iconic sci-fi classics in cinema history that, against all odds, Dre hadn't seen until now.

And, of course, don't forget to sign up at Patreon.com/jeffmay for early acces to shows like NERD!, exclusive episodes, bonus content, and so much more. ALSO, follow Dre (@nerdnumbers) Jeff (@heytherejeffro2 or @heytherejeffro) on the socials, and have a nerdy day!

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2 months ago
2 hours 3 minutes 42 seconds

Jeff Has Cool Friends
Jeff Has Cool Friends 104: Eric Howk

Folks, my Cool Friend this episode is the incredibly talented Eric Howk, musician, photographer, entrepreneur, and all around GGTK. You might know him as the guitarist for Portugal. the Man, or as an active face of the accessibility awareness movement, or just as my latest guest, but he sure is fantastic. We talk about his incredible new album SKYKING (and the tragic history of that title), retro video games, touring, horses, and so much more. I've known Eric for almost a decade, and the times we've shared have been incredibly efficient, as every moment we've spent together has produced such incredible memories.

So listen up and enjoy, follow Eric on the socials (@eric_howk), and listen to SKYKING asap! And please head over to Patreon.com/jeffmay for early access to uncensored episodes and Patreon-exclusive content we recorded JUST FOR PATRONS!

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2 months ago
1 hour 2 minutes 39 seconds

Jeff Has Cool Friends
Jeff Has Cool Friends 103: Joe Corroney

I finally got to sit down with my incredibly Cool Friend Joe Corroney, and I'm so friggin excited about it! Hey, you like Star Wars and an absolute ton of talent??? Well have I got the guy for you to meet in my good friend Joe. He's one of the most prolific and talented Star Wars artist on the planet, creating countless pieces for every facet of the Star Wars universe, and I think that's pretty cool. I mean, he's worked on a bunch of other incredible properties like Star Trek, Buffy, Dr. Who, X-Files, etc... I mean, if a company needs an artist to make photorealistic, yet incredibly stylized art, well, Mr. Corroney is your guy. We talk about a lot, so listen up and have fun, because this is a great "two dudes bro-ing out" kind of episode, and it was so fun to record.So enjoy the episode, check out joecorroney.com, follow Joe on the socials (@joecorroney) and head on over to patreon.com/jeffmay to enjoy the exclusive bonus content we recorded just for Patrons!

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2 months ago
1 hour 12 minutes 9 seconds

Jeff Has Cool Friends
Jeff Has Cool Friends 102: Abe Epperson

Folks, I’m so very excited to just get a minute to sit and talk with my Cool Friend Abe Epperson. You might know Abe from his former work at Cracked and his current work on the Small Beans network! He went to school for movies! That’s crazy, because I went to school, and I also like movies! We talk about movies. We talk about a lot of other stuff, too. Like how Abe may or may not have disliked me in the beginning (which, let’s be fair, I can relate to). As we address pretty early on, this is very much a “George hanging out with Elaine” scenario, with two people who never hang out alone ah…hanging out alone. And it’s great!

Honestly, this could’ve been a 12-hour podcast. We didn’t even know how long it went until I noticed the time, because it was so fun and effortless to talk to this fun, funny, brilliant, Cool Friend of mine. So listen up, and head on over to Patreon.com/jeff may to get early access to uncensored episodes, bonus shows, and Patreon-exclusive content we recorded on this episode JUST FOR PATRONS, and then go check out patreon.com/smallbeans for some of the coolest, funniest stuff on the Information Superhighway!

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3 months ago
1 hour 21 minutes 22 seconds

Jeff Has Cool Friends
NERD! 39: Tim Drake/Robin feat. T.J. Shevlin

Join mega nerds Dre Alvarez and Jeff May as they geek out on a different nerdy cultural touchstone every month. Part reminiscence, part historical deep dive. This month, Dre and Jeff are joined by Upper Deck's resident DC Teen Hero expert (he even hosted an SDCC panel about them) T.J. Shevlin to celebrate Dre's birthday with a special stand-alone episode on his favorite character, Tim Drake (Robin III if you're nasty)!

There's a lot to unpack about the Bat Family's middle child, so let's all have an impressively long solo comic, finally get some pants on that kid, and hit people in the head with a metal stick, as we take a look at the oft-ignored, yet incredibly significant, sidekick of the DC Universe.

And, of course, don't forget to follow Dre (@nerdnumbers) Jeff (@heytherejeffro2 or @heytherejeffro) and T.J. (@strsmydestination) on the socials, and have a nerdy day!

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3 months ago
2 hours 1 minute 30 seconds

Jeff Has Cool Friends
Jeff Has Cool Friends 101: Nick Wechsler

My next Cool Friend is actually one of my first friends I ever made in LA! You might recognize Nick Wechsler from roles in iconic shows like Revenge, Roswell, It's Always Sunny, The Boys, and SO much more! You might ALSO recognize him from the recent hit indie sci-fi Vietnam war epic Primitive War, which has been killing it in despite it's limited release! We talk about all that stuff! And dodgeball!

For real though, Nick is incredible, and do yourselves a favor and check out Primitive War (and, obviously, all of his other amazing projects), go follow @I_AM_OFFICIALLY_NICK_WECHSLER on Instagram, and head on over to Patreon.com/jeffmay for early access to uncensored episodes with bonus content, exclusive shows, and more! Plus you can enjoy the Patreon-exclusive material we recorded JUST FOR PATRONS!

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3 months ago
56 minutes 36 seconds

Jeff Has Cool Friends
Jeff Has Cool Friends 100.7

Folks, time to, once again, revisit some Cool Friends in ways you may or may not have heard them before. Continuing the Jeff Has Cool Anniversaries theme throughout the next X number of episodes of the pod, I'm continuing the team-ups of Cool Friends that may or may not know each other. But I'll be damned if I let that get in the way.

This episode features:

Segment 1: Tara Nicole Whitaker [ep. 32] and Afua Richardson [ep. 41]

Segment 2: Chris Uminga [ep. 1] Joseph Dragunas [ep. 16]

Segment 3: Aaron LaPlante [ep. 18] and Rocom [ep. 78]

So listen up and enjoy, my beautiful babies! And don't forget to follow all of my Cool Friends! I'll see you with the next one!

And for early access to uncensored episodes with bonus content, head to patreon.com/jeffmay

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4 months ago
2 hours 18 minutes 3 seconds

Jeff Has Cool Friends
NERD! Episode 38: Logan's Run (feat. Logan Trent)

Join mega nerds Dre Alvarez and Jeff May as they are joined by WNBYay!'s Logan Trent as they geek out on a different nerdy cultural touchstone every month. Part reminiscence, part historical deep dive. This month, Dre and Jeff finish their season on SPEED with the 70's sci-fi classic Logan's Run! (GET IT???)

There's a lot to unpack about this last bastion of vintage science fiction, so let's fly around in a giant bug zapper, order up some post-murder lovin', and watch an old man do an open-mic plagiarised bit about cats, as we take a look at the weird classic SciFi property Logan's Run.

And, of course, don't forget to follow Dre (@nerdnumbers) Jeff (@heytherejeffro2 or @heytherejeffro) and Logan (@thelogantrent) on the socials, and have a nerdy day!

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4 months ago
2 hours 2 minutes 45 seconds

Jeff Has Cool Friends
Jeff Has Cool Friends 100.5 Anniversary Spectacular!

Folks, time to, once again, revisit some Cool Friends in ways you may or may not have heard them before. Continuing the Jeff Has Cool Anniversaries theme throughout the next X number of episodes of the pod, I'm continuing the team-ups of Cool Friends that may or may not know each other. But I'll be damned if I let that get in the way.

This episode features:

Segment 1: Jon Jabs [ep 73] and Ken Napzok [ep. 77]

Segment 2: Jordan Morris [ep. 2] and Joey Clift [ep. 66]

Segment 3: Jennifer Muro [ep. 23] and Tom Krajewski [ep. 76]

So listen up and enjoy, my beautiful babies! If you want earliy access to uncensored episodes, bonus content, exclusive shows and more, hit up Patreon.com/jeffmay! I'll see you with the next one!

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4 months ago
2 hours 14 minutes 33 seconds

Jeff Has Cool Friends
Jeff Has Cool Friends 100.5 Anniversary Spectacular!

Folks, time to, once again, revisit some Cool Friends in ways you may or may not have heard them before. Continuing the Jeff Has Cool Anniversaries theme throughout the next X number of episodes of the pod, I'm continuing the team-ups of Cool Friends that may or may not know each other. But I'll be damned if I let that get in the way.

This episode features:

Segment 1: Taffeta Darling [ep 84] and Alex Schmidt [ep. 86]

Segment 2: David Bell [ep. 67] and Dre Alvarez [NERD! Co-host]

Segment 3: Kyle Ayers [ep. 61] and Bailey Norton [ep. 71]

So listen up and enjoy, my beautiful babies! I'll see you with the next one!

And if you want early access to uncensored episodes with bonus content, exclusive shows, and more, head on over to Patreon.com/jeffmay!

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5 months ago
2 hours 29 minutes 17 seconds

Jeff Has Cool Friends
NERD! Episode 37: Speedy Gonzales

Join mega nerds Dre Alvarez and Jeff May as they geek out on a different nerdy cultural touchstone every month. Part reminiscence, part historical deep dive. This month, Dre and Jeff continue their season on SPEED with the legendary Looney Tunes character Speedy Gonzales!

There's a lot to unpack about this controversial animated stereotype, so let's get uniquely heroic, run straight through a cat's entire body, and have a surprisingly iconic catchphrase, as we take a look at the animated mouse that began as a stereotype and ended up a hero.

And, of course, don't forget to follow Dre (@nerdnumbers) and Jeff (@heytherejeffro2 or @heytherejeffro) on the socials, and have a nerdy day!

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5 months ago
2 hours 2 minutes 32 seconds

Jeff Has Cool Friends
Jeff Has Cool Friends: 100.4 Anniversary Spectacular!

Folks, time to, once again, revisit some Cool Friends in ways you may or may not have heard them before. Continuing the Jeff Has Cool Anniversaries theme throughout however number of episodes of the pod I see fit, I'm continuing the team-ups of Cool Friends that may or may not know each other. But I'll be damned if I let that get in the way.
I’m particularly proud of the booking of these segments, and am so eternally grateful that everyone on this episode just vibed. Seriously, this is really fun.

This episode features:
Muppet Segment: James Wojtal Jr (ep 82, @puppetdungeon) and Kirk Thatcher (ep 85, @kirkrthatcher) with special cameo by Sesame Street legend Rollie Krewson

Art Segment: Dave Perillo (ep 24, @montygog) and Bob Fingerman (ep 72, @bobfingerman)

Kid Actor Segment: Charlie Talbert (ep 26, @charlietalbert_performer) Ethan Lawrence (ep 35, @ethandlawrence) and Nic Cowan (ep 50, @undeadguy)

So follow each and every one of my amazingly Cool Friends on the socials

So listen up and enjoy, my beautiful babies! I'll see you with the next one, and head on over to patreon.com/jeffmay for early access to uncensored episodes, bonus content and shows, and more!

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6 months ago
2 hours 10 minutes 27 seconds

Jeff Has Cool Friends
NERD! Episode 36: Sonic Spinball

Join mega nerds Dre Alvarez and Jeff May as they geek out on a different nerdy cultural touchstone every month. Part reminiscence, part historical deep dive. This month, Dre and Jeff begin their season on SPEED with the 1993 Sega Genesis/Mega Drive classic SONIC SPINBALL.

There's a lot to unpack about this controversial video game spin-off, so let's get aggressively dark and creepy, make sure we arrive by Christmas, and leave Japan the hell out of this, as we take a look at the first ever Sonic spin-off that had a lot of players scratching their heads and then cursing them off.

And, of course, don't forget to follow Dre (@nerdnumbers) and Jeff (@heytherejeffro2 or @heytherejeffro) on the socials, and head over to patreon.com/jeffmay for early releases, exclusive shows, bonus content, and more, and have a nerdy day!

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6 months ago
1 hour 38 minutes 22 seconds

Jeff Has Cool Friends
Jeff May has cool friends and he wants you to meet them! Join the comedian/host as he and one or more of his cool friends talk about what makes them so cool.