iiinova — where your digital self keeps evolving

Greg Iwinski @garyjackson.bsky.social · 08/10/2026

Yankees lost, exactly how we knew they would. But the seats were great and the Brits behind me were very nice.

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Greg Iwinski @garyjackson.bsky.social · 21/09/2026

In an existential fight, the only thing worse than a coward is a quisling. Congrats @robbonta.bsky.social

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Greg Iwinski @garyjackson.bsky.social · 06/08/2026

This would only be concerning if Moderate Democrats ever won wars.

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Greg Iwinski @garyjackson.bsky.social · 06/08/2026

there’s a bucket of basic home upkeep tricks that I was forced to learn and sometimes dip into to help out. always surprised when someone doesn’t know them THERE IS A SLOT FOR AN ALLEN WRENCH UNDER EVERY GARBAGE DISPOSAL TO UN-STICK IT WHEN IT WON’T TURN

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Greg Iwinski @garyjackson.bsky.social · 05/08/2026

after an unscheduled summer break, back at the omgreg.com email newsletter asking the important questions

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Greg Iwinski @garyjackson.bsky.social · 27/07/2026

First time at SDCC, very fun very cool, brought my 8y/o kid to make it Hard Mode but we both had a great time. Got to see lots of old friends and a few new ones, and obviously snagged the Star Wars pins.

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Greg Iwinski @garyjackson.bsky.social · 24/07/2026

After two days and three flights, the final thing that stands between me and SDCC is this gigantic freight train.

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Greg Iwinski @garyjackson.bsky.social · 11/07/2026

That we’re still doing this 10 years in is most maddening because letting one half-cool millennial cook his ass onstage would have ended it all.

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Greg Iwinski @garyjackson.bsky.social · 11/07/2026

I’ve been staring at this third paragraph for 2 days. Absolutely nuts. You can have Kawhi from the Clippers if you assume risk of penalties for things THE CLIPPERS ALLEGEDLY DID WITH KAWHI! It’s like OJ selling you the mansion as long as you’re willing to sign a “stab responsibility waiver.”

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Greg Iwinski @garyjackson.bsky.social · 28/06/2026

Hope the Suns lose every game he plays, you absolutely craven dipshits. This isn’t “you traded Mikal and I liked him” or “you blew the Finals” — it’s not upsetting as a fan it’s upsetting as a human being and an Arizonan.

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Greg Iwinski @garyjackson.bsky.social · 28/06/2026

Sorry to be an absolute psycho but who signed off on the briefcases being ordered 2 *then* 1 left to right in the Howie Mandel monologue scene in Studio 60?

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Greg Iwinski @garyjackson.bsky.social · 23/05/2026

"late night is dead" really? because it's living rent-free in the president's head

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Greg Iwinski @garyjackson.bsky.social · 21/05/2026

proud to have been the least talented writer in this office at The Late Show

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Greg Iwinski @garyjackson.bsky.social · 20/05/2026

Gonna start writing these spam numbers on bathroom stalls.

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Greg Iwinski @garyjackson.bsky.social · 14/05/2026

@perrybaconjr.bsky.social, as usual, nails it. newrepublic.com/article/2102...

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Greg Iwinski @garyjackson.bsky.social · 08/05/2026

Grogu’s Garlic Chicken Fries are ADULTS ONLY!!!

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Greg Iwinski @garyjackson.bsky.social · 05/05/2026

Living in New York and writing TV in LA you need to know important industry things like “there is a Panda Express in Terminal B and you can walk there instead of paying $30 for a pizza in Terminal 4.”

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Greg Iwinski @garyjackson.bsky.social · 01/05/2026

May Day. St. Joseph the Worker’s feast day. A good day to remember to keep going.

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Greg Iwinski @garyjackson.bsky.social · 01/05/2026

I have had increasingly deep feelings about The Late Show ending as it's drawn closer. I was only there for 2 of 11 seasons, but for me those were the first 2 years of my career and the reason I have one now. Late Night Is Dead. Long Live Late Night. www.nytimes.com/2026/04/28/b...

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Greg Iwinski @garyjackson.bsky.social · 17/04/2026

Franklin Graham -- "I would hope the President and Pope Leo can meet at some point, and that the Pope would have the ***opportunity to thank the President for his efforts to protect religious liberty.***" brb getting my armor together for the next papist crusade

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Greg Iwinski @garyjackson.bsky.social · 14/04/2026

[Here's a preview] ...DOCTORS DON’T WEAR WHITE ROBES WITH RED SASHES. Famously a Jesus thing! Specifically a Jesus thing! And I’m not just saying that, SPIRIT HALLOWEEN IS SAYING THAT!

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Greg Iwinski @garyjackson.bsky.social · 05/04/2026

READ THIS OUT LOUD TO YOUR FAMILY AT EASTER BRUNCH.

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Greg Iwinski @garyjackson.bsky.social · 18/03/2026

We're doing great over at omgreg.com

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Greg Iwinski @garyjackson.bsky.social · 16/03/2026

[the rest of the sketch] yes this is the kind of thing i would be doing comedy about all the time if we had a stable democracy

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Greg Iwinski @garyjackson.bsky.social · 16/03/2026

It's almost a year old and the cast has changed, so feels like a great time to share a packet sketch from last year about the baby Hitler quandary. [Starts here, the rest is in the next threaded post -- I don't make the Bluesky upload rules]

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Greg Iwinski @garyjackson.bsky.social · 04/03/2026

This interaction at the end! Live TV, love it.

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Greg Iwinski @garyjackson.bsky.social · 03/03/2026

Well deserved by an incredible sound team. Emmy winning Star Wars, you love to see it. So proud of Young Jedi Adventures and the whole crew. Star Wars for kids, made by people who take the galaxy — and the audience — seriously. Kai Brightstar forever. To Adventure.

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Greg Iwinski @garyjackson.bsky.social · 26/02/2026

If I send you this it means your grandpa is thirsty for me.

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Greg Iwinski @garyjackson.bsky.social · 26/02/2026

Truly cannot believe it. Letting funny weirdos make TV? We love to see it. When we worked together, it was my first tv job and @hellocullen.bsky.social was like Mike O’Donoghue and I was like a scared baby. Go watch his show and give it *specifically for algo reasons* two thumbs up in the app!

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Greg Iwinski @garyjackson.bsky.social · 25/02/2026

Trump starting to bring out the nastier stuff but it plays as so funny in the context of reality where - He's polling in the trash - He is dangerously close to Biden-ing in this speech - His economic message *is the same one Biden used TO LOSE AN ELECTION* It's giving:

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Greg Iwinski @garyjackson.bsky.social · 25/02/2026

You are kind, and correct, but this me:

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Greg Iwinski @garyjackson.bsky.social · 24/02/2026

NEW WORKSHOP: finding your voice. In comedy it's often shorthand for "what kind of jokes do you make?" but in late-night / news comedy it also means "what stories do you pick, what's bugging you about them, and how do you make that into a joke?" We're gonna work on it! www.omgreg.com/p/workshops

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Greg Iwinski @garyjackson.bsky.social · 09/02/2026

Goes in the “George Will And The DH Rule” of takes

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Greg Iwinski @garyjackson.bsky.social · 06/02/2026

America’s deep strain of anti-Black racism is best defined by disbelief. It happens to you, there are racists, and white moderates (ask MLK admonishingly called them) find ways to disbelieve you. To explain it away. To land on anything but the truth. Let’s see how the headlines disbelieve this.

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Greg Iwinski @garyjackson.bsky.social · 03/02/2026

Print ‘em out, grandpa, we all wanna see ‘em

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