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Matt Tillotson

On midlife, Michigan, and making technology feel simple and fun again.

Platform
Substack
PricingOnly free issuesPublishesTwice weekly
Issues303Founded7 years agoLast Issuea month ago
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matttillotson.com
Artwork for Matt Tillotson

Latest Issues

The 1982 Song That Nailed 2026

5M Fridays | Matt Tillotson

A grounded robin, an X detox, sprint science, Donald Fagen's 1982 warning, and a better question for midlife.


The Map

There’s a robin, Michigan’s state bird, hanging out at ground level in our ba...

a month ago
6

The 76-Year-Old at My Planet Fitness

The case for staying put, Siri's real edge, Rick Springfield at Planet Fitness, lifting before it's too late, and peak '80s album-cover testosterone.

The Map

Where are all the “stay put” missives?

So much Internet content celebrates b...

a month ago
6
3

The 400-Song Playlist and the Three-Day Hangover

Old-growth Michigan. The family IT rubric. An Uber driver's ancient MP3 player.
The wine-tracking CEO. Start pages, again.


The Map

Michigan was once thick with dense, old-growth forests. White pines, maples, beech, cedar, and...

a month ago
4

17 Years to 1,600 Likes and Other Long Games

Going viral on X, honing intuition, the real problem with Michigan weather, Ambrosia founder crushes it with Keith Urban, the true fitness wins.


The Map

The problem with Michigan weather isn’t the cold.

The problem is summer and...

2 months ago
4
4

Your Smart Home Doesn't Have to Be This Dumb

I’m standing next to the bed, in the dark.1

Just need to flip the bedside lamps on, get my workout clothes ready for the morning, and call it a day.

But it seems Siri already went to sleep.

My requests to turn the lamps on go unheeded. I...

2 months ago
4
10

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