iiinova — where your digital self keeps evolving

Jake Schoolman @jake.school · 10/10/2026

I love strapping my taco bell into the divvy basket.

A Taco Bell paper bag sitting inside a blue bicycle basket at night, illuminated by the bike's front light.

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Jake Schoolman @jake.school · 09/10/2026

I went to the concert and it was fun. Go figure.

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Jake Schoolman @jake.school · 09/10/2026

If I needed to pick a safe word I would pick “Baconater”

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Jake Schoolman @jake.school · 08/10/2026

Purchased concert tickets when I was feeling good and happy, the day of the concert has arrived and I am now regretting it.

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Jake Schoolman @jake.school · 07/10/2026

I’ve been pretty lucky over the past 12 years to only have to deal with two lay offs. Feeling tentatively secure, but my industry is dying an AI death. I honestly worry more about what comes for the generations after us. Anyway… cheers to turning 40 next month

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Reposted by Jake Schoolman

Nick Rempel @nrempel.com · 06/10/2026

wild that this is exactly what using a computer is like now

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Jake Schoolman @jake.school · 30/09/2026

Ok, I have 3 weeks off from work in November for my birthday. I’ve been struggling to think of what I want to do with that time. Maybe I buy the Amtrak pass and bring my bike on a tour of the US?

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Jake Schoolman @jake.school · 29/09/2026

Maybe it’s because I’m subconsciously comparing everyone to Mandani, but looking through the options for Chicago Mayor this year was… underwhelming

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Jake Schoolman @jake.school · 29/09/2026

I would equally love a bunch of smaller ones that come in a tube like a Toblerone.

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Jake Schoolman @jake.school · 26/09/2026

Having a hard time deciding what to pick for my winter hobby this year. Will consider all suggestions.

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Jake Schoolman @jake.school · 23/09/2026

It may only be Wednesday, but Survivor is back tonight, which means I get to go to my favorite pizza place and yell at the TV with friends and strangers. I can't wait.

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Reposted by Jake Schoolman

Frog and Toad Bot @frogandtoadbot.bsky.social · 22/09/2026

“Your windows need scrubbing,” said Frog. “Your plants need watering.” “Tomorrow!” cried Toad. “I will do it all tomorrow!”

Frog, ever the know-it-all, points out all the shortcomings of Toad's housekeeping. It is true, though, that Toad's house is a mighty mess, including a pile of dirty dishes in the sink.

From "Tomorrow"
In *Days with Frog and Toad*

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Jake Schoolman @jake.school · 21/09/2026

Went to a wedding this weekend. It was really nice to dress up and see so many friends

A man in a blue suit and patterned tie taking a mirror selfie in a hotel room.

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Jake Schoolman @jake.school · 21/09/2026

Oh my god the forecast looks like ramen season and I’m very excited.

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Jake Schoolman @jake.school · 21/09/2026

Calling all folks that have an old gaming computer they can’t afford to upgrade, this is your time to shine.

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Jake Schoolman @jake.school · 19/09/2026

I’ve figured it out. Time for a capybara tattoo to match the possum tattoo.

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Jake Schoolman @jake.school · 18/09/2026

This is the real me by the way.

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Jake Schoolman @jake.school · 18/09/2026

Maybe it’s the incoming fall weather, but it feels like I need another tattoo.

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Jake Schoolman @jake.school · 16/09/2026

Got the annual membership two years ago and never looking back. The little e-bike basket is perfect for transporting tacos home btw.

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Jake Schoolman @jake.school · 11/09/2026

One more day until Robyn concert, Broccoli and I both woke up very excited. He doesn’t know he can’t go yet.

Brown mini Aussie named broccoli and me with big excited faces laying in bed.

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Reposted by Jake Schoolman

Barry Butler Photography @barrybutler9.bsky.social · 01/09/2026

Skyline in September. Today on the first day of the month in Chicago.

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Jake Schoolman @jake.school · 27/08/2026

Ive figured it out. The more artists I follow on bluesky the better it gets!

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Jake Schoolman @jake.school · 24/08/2026

I definitely already have “enough” bikes, but every time I see a Brompton I think I need one more bike.

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Jake Schoolman @jake.school · 23/08/2026

The only thing I like about summer is wearing jean shorts everyday.

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Jake Schoolman @jake.school · 19/08/2026

After nearly three years of wearing my whoop everyday I’ve cancelled my subscription. Just need a sale on garmin watches to show up now.

Screen shot of whoop dashboard screen showing 1087 consecutive days logged.

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Jake Schoolman @jake.school · 14/08/2026

I’m able to take 3 weeks off of work in November for my 40th birthday. I need to figure out where in the world I should go! I want to ride trains, motorcycles and bicycles. Beaches or mountains. Currently paralyzed on choosing because there are so many options.

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Jake Schoolman @jake.school · 07/08/2026

Is it just me or have the freewheels on bikes become insanely loud? Is that a thing now? Like obnoxious mufflers on cars?

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Jake Schoolman @jake.school · 07/08/2026

For a junk drawer to legally qualify as a real junk drawer, what is the ONE absolute mandatory item it must include? Leftover screws and Allen wrenches from building furniture. Also miscellaneous stickers.

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Jake Schoolman @jake.school · 05/08/2026

What a bummer! Green Machine helped me build my Gunnar during the pandemic. Sad news.

A blue Gunnar bicycle leaning against the green machine bicycles shop window

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Jake Schoolman @jake.school · 04/08/2026

I took this upcoming Friday and Monday off, not realizing it’s Market Days. Might try and find a way to get out of the city to avoid it, maybe ride my bike to Milwaukee.

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Jake Schoolman @jake.school · 04/08/2026

I know this is a product of applicant screening and hiring practices over the last couple of years, but wow, the AI resumes I’m getting while interviewing are getting increasingly unhinged.

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Jake Schoolman @jake.school · 01/08/2026

Well, the place I used to order my zyn from online won’t ship to Chicago anymore. It’s too expensive to buy locally, and now I’m facing the terrifying prospect of quitting. Nicotine addiction is such a pain…

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Reposted by Jake Schoolman