iiinova — where your digital self keeps evolving

Adam Cayton-Holland @caytonholland.bsky.social · 14h

Brooklyn! 10/23! GUARANTEED ENTRANCE WITH PURCHASE OF TICKET. Not a lot of comics will do that. But I'm not afraid. www.eventbrite.com/e/adam-cayto...

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Adam Cayton-Holland @caytonholland.bsky.social · 05/10/2026

You! Gargantuan! With python arms, and the legs of a mastodon! You're next to me on this flight! That's right! Here, in this middle seat, that you somehow booked for yourself! Come! Sit! Spill onto me! Envelop me with your sheer mass for the duration of this endless flight! Perfect!

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Adam Cayton-Holland @caytonholland.bsky.social · 05/10/2026

Brooklyn! 10/23! Got Salma Zaky and the homey @harikondabolu.bsky.social on the show as well! All the cool kids (dads) will be there! Get tix now! www.eventbrite.com/e/adam-cayto...

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Adam Cayton-Holland @caytonholland.bsky.social · 02/10/2026

Hey did you know I write a monthly Substack?! You didn't?! Well, gee whiz get with it. Gee whiz I say! Check out the latest entry, and give it a subscribe! adamcaytonholland.substack.com/p/fight-for-...

adamcaytonholland.substack.com

Fight for ole Wesleyan!

An eventful visit to my alma mater

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Adam Cayton-Holland @caytonholland.bsky.social · 28/09/2026

Lyft driver going sixty in a thirty but he's got a spoiler so I'm trusting the process.

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Adam Cayton-Holland @caytonholland.bsky.social · 27/09/2026

Neighbor kid out front with other a couple other little dudes taking homecoming pictures. Probably ought to head over there, introduce myself. Take the weird out "famous guy next door," and all that. Just talk shop with some cool youths on a big night. Impart a little wisdom. Anyway, BRB.

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Adam Cayton-Holland @caytonholland.bsky.social · 26/09/2026

GRAWLIX COMEDY TONIGHT! BUG THEATER! 8 PM! MOUNT UP!

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Adam Cayton-Holland @caytonholland.bsky.social · 24/09/2026

What about my face says, "hotel room next to the elevator, please!"

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Adam Cayton-Holland @caytonholland.bsky.social · 22/09/2026

Grawlix! Saturday! Denverado, let's ride! thegrawlix.ticketsauce.com/e/grawlix0926

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Adam Cayton-Holland @caytonholland.bsky.social · 21/09/2026

Man it's like they can create AI to terrorize, then eliminate all humanity, but they can't even make a reliable fucking muffler, amIrightalready?!

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Adam Cayton-Holland @caytonholland.bsky.social · 21/09/2026

Neighbors are getting their house painted. Probably go out and chat with the crew for a quick six, seven hours.

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Adam Cayton-Holland @caytonholland.bsky.social · 14/09/2026

Asked AI to summarize the risk of AI and it said it's no big deal, so like everyone quit freaking out or whatever.

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Adam Cayton-Holland @caytonholland.bsky.social · 12/09/2026

Went on a tour of the Louisville Slugger factory and at the start the guide asked everyone who their favorite team was, and when I said, "Rockies," everyone laughed. Wish I was kidding.

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Adam Cayton-Holland @caytonholland.bsky.social · 12/09/2026

Just walked three miles in flip flops because I'm 46, and what some might call a genius.

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Adam Cayton-Holland @caytonholland.bsky.social · 11/09/2026

Gonna use the $5000 Trump sends me for abortions

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Adam Cayton-Holland @caytonholland.bsky.social · 11/09/2026

My movie "See You When I See You" is opening up the Breckenridge Film Festival next Thursday, September 17th. Hope to see some Colorado folk there! breckfilmfest.eventive.org/schedule/6a6...

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Adam Cayton-Holland @caytonholland.bsky.social · 11/09/2026

Just flew into Louisville, Kentucky and boy are my shorts pink!

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Adam Cayton-Holland @caytonholland.bsky.social · 10/09/2026

Both kids are finally back in school so I've been starting drinking every day around 9 a.m., then betting on my phone which 20-year-olds do what with different shaped balls.

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Adam Cayton-Holland @caytonholland.bsky.social · 09/09/2026

The president is such a loser he threw himself a half-birthday party and made attendance mandatory.

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Adam Cayton-Holland @caytonholland.bsky.social · 05/09/2026

Louisville, Kentucky! Heading your way next weekend for shows at Planet of the Tapes. Can't wait! Hope to see you there! www.planetofthetapes.biz/events/138825

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Adam Cayton-Holland @caytonholland.bsky.social · 02/09/2026

A very important message from all of us at Adam Cayton-Holland. adamcaytonholland.substack.com/p/help-us-he...

adamcaytonholland.substack.com

Help Us Help You

A special message from all of us here at Adam Cayton-Holland

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Adam Cayton-Holland @caytonholland.bsky.social · 01/09/2026

Called my kid's teacher the wrong name at Back to School Night. Still got it!

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Adam Cayton-Holland @caytonholland.bsky.social · 27/08/2026

Call me crazy but I don't give a fuck what podcasters think about politics.

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Adam Cayton-Holland @caytonholland.bsky.social · 26/08/2026

Just a hair under two months until my show in New York. Get sitters now. YOU KNOW HOW OCTOBER CAN BE. www.eventbrite.com/e/adam-cayto...

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Adam Cayton-Holland @caytonholland.bsky.social · 26/08/2026

Library keeps checking me out Large Print books.

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Adam Cayton-Holland @caytonholland.bsky.social · 25/08/2026

Happy First Give Your Children's Likeness to Meta Day!

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Adam Cayton-Holland @caytonholland.bsky.social · 23/08/2026

You had me at Johnston. Murphy was but icing on the cake.

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Adam Cayton-Holland @caytonholland.bsky.social · 22/08/2026

I saw a kid on the L in a Strokes shirt taking photos with a digital camera, and I saw another kid reading an actual book, and the corner dives are crammed full of twenty-somethings flirting, and maybe, just maybe, the kids are alright, or maybe Chicago is the best city in America.

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Adam Cayton-Holland @caytonholland.bsky.social · 21/08/2026

Chicago! Tonight and tomorrow! www.adamcaytonholland.com/shows

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Adam Cayton-Holland @caytonholland.bsky.social · 19/08/2026

Had the neighborhood kids guess this morning which truck would come first: trash, recycling, or compost. Told them the winner got to eat all the trash they could handle! How they laughed and laughed. Two kids chose recycling, and it was recycling, but they could only eat, like, a little bit of trash

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Adam Cayton-Holland @caytonholland.bsky.social · 18/08/2026

Chicago, Illinois! See you this weekend. Screening my movie "See You When I See You," at the Davis Theater on Friday, 8/21. Comedy show at the Lincoln Lodge on Saturday, 8/22. See you there! Tell your Chicago buds! www.adamcaytonholland.com/shows

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Adam Cayton-Holland @caytonholland.bsky.social · 15/08/2026

Chicago. Next weekend. Screening of "See You When I See You" 8/21, comedy show at Lincoln Lodge 8/22. Se you there!

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Adam Cayton-Holland @caytonholland.bsky.social · 15/08/2026

I will not rest until they've erected an Abe Vigoda Pagoda.

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Adam Cayton-Holland @caytonholland.bsky.social · 14/08/2026

Has anyone tried ejecting AI, blowing into the cartridge, then putting it back in?

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Adam Cayton-Holland @caytonholland.bsky.social · 14/08/2026

Adam Cayton-Holland Stares Wistfully Towards the Horizon Brooklyn. 10/23. www.eventbrite.com/e/adam-cayto...

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Adam Cayton-Holland @caytonholland.bsky.social · 12/08/2026

Every 333 days there's a new Spiderman.

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Adam Cayton-Holland @caytonholland.bsky.social · 12/08/2026

I'm tired of these dem socialists making us believe the government should do stuff.

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Adam Cayton-Holland @caytonholland.bsky.social · 07/08/2026

DALLAS, TEXAS!!! One week from today! Ferchrissakes someone tell The Toadies. dallas-comedyclub.com/adamcayton-h...

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Adam Cayton-Holland @caytonholland.bsky.social · 07/08/2026

Driving around on a summer night bumping "All Mixed Up" by 311, straight up terrorizing the neighborhood.

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Adam Cayton-Holland @caytonholland.bsky.social · 03/08/2026

Can't decide whether I should fuck around or find out.

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Adam Cayton-Holland @caytonholland.bsky.social · 01/08/2026

I'm in Portland, Oregon and my corduroy hat with an acorn woodpecker on it has been complimented not once, not twice, but thrice!

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Reposted by Adam Cayton-Holland

Adam Cayton-Holland @caytonholland.bsky.social · 25/07/2026

PORTLAND, OREGON! Heading your way in one week's time! Prepare accordingly. Mostly by just buying tix. See you there! www.etix.com/ticket/p/366...

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Adam Cayton-Holland @caytonholland.bsky.social · 29/07/2026

Chicago! Pulling double duty next month! Screening "See You When I See You" at the Davis Theater on 8/21, as part of the Crying at the Shed film series. Then I'll be doing a show at the Lincoln Lodge the following day, 8/22. Hope to see you there! www.adamcaytonholland.com/shows

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Adam Cayton-Holland @caytonholland.bsky.social · 28/07/2026

This offseason the Denver Nuggets have employed the bold strategy of desperately struggling to re-sign the exact team that got eliminated in the first round of the playoffs.

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Adam Cayton-Holland @caytonholland.bsky.social · 28/07/2026

And I said unto Him: "Lord if I can't be wealthy financially, make me rich in neurosis." And the Lord spaketh to me, and he said it could be so. And so it was.

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Adam Cayton-Holland @caytonholland.bsky.social · 27/07/2026

Killer free show on Ratio's patio this Wednesday! A MIDSUMMER NIGHT'S VINYL DUMP! Buy a record, get a free beer. Seriously, come take one of these records off me cheap ($20), so they don't bury me in unsold merch, like the saddest of the pharaohs.

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Adam Cayton-Holland @caytonholland.bsky.social · 26/07/2026

Start to think the president may not be on the level.

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