Notepad

From meeting Gorbachev to getting targeted ads 33 years later

It was 1992, and my brother and I were just two teenagers eating with friends at the Hard Rock Cafe in Chicago. Mikhail Gorbachev—the former leader of what Ronald Reagan had famously called the “Evil Empire”—had just walked in.

We watched, stunned, as the man who had helped end the Cold War navigated the tourist-packed restaurant. A Chicago Sun-Times reporter spotted us gawking and afterwards asked if he could interview us about witnessing this moment. Of course we said yes.

The next morning, there we were on the front page of the Chicago Sun-Times. The story opened: “Erik Maldre, 16, was having a hamburger with chili and some french fries at the Hard Rock Cafe on Thursday when the former head of the ‘Evil Empire’ walked in.”

Front page of Chicago Sun-Times on Friday, May 8, 1992
Close-up of front page of Chicago Sun-Times on Friday, May 8, 1992. Cropped to include the start of the Gorbachev story

The story didn’t end there. That same morning, Jonathon Brandmeier—Chicago’s biggest radio DJ on WLUP—called our house and interviewed my brother on air. For a couple of kids, it was surreal and incredible. We’d gone from eating fries to being part of a Cold War celebrity sighting that made the news.

Fast forward 32 years to 2024. I’m browsing eBay and find a vintage Hard Rock Chicago pin. I buy it as a gift for my brother, planning to pair it with a WLUP t-shirt I’m ordering from another seller. A little nostalgia set to commemorate that wild day when history walked into a theme restaurant.

Screenshot of eBay auction result for Hard Rock Cafe Chicago Old Orange Logo Pin sold by pindemonium
The LOOP WLUP t-shirt. With Hard Rock Cafe Chicago pin attached.

And then, exactly one year later—November 30, 2025—Facebook serves me this:

Screenshot of Facebook ad for Hard Rock. 
Hey there, Black Friday shoppers! 🎉
Get ready to score the best deals of the year on tees, hoodies & more!
Save big and style bigger - don't miss out!

A Hard Rock Black Friday sale ad. For hoodies and tees.

I stared at my computer, equal parts creeped out and amused. Facebook—or Meta, or whatever algorithmic entity is tracking my every digital move—apparently logged that I purchased a “Hard Rock Chicago” pin on eBay exactly one year ago. And their conclusion? This guy must be a Hard Rock collector. Deploy the targeted ads.

Never mind that I haven’t searched for Hard Rock anything since. Never mind that this was clearly a one-time nostalgic purchase tied to a specific memory from 1992. The algorithm decided: Hard Rock enthusiast detected. Retarget in exactly one year.

It’s the specificity that gets me. Not a week later, not a random month down the line, but precisely one year. Like they’re banking on some kind of annual Hard Rock shopping tradition I’m supposed to have developed.

Remember in the ’90s when people actually did collect Hard Rock t-shirts from different cities? You’d wear them to school like badges of worldliness, proof you’d been places. “Oh this? Just my Hard Rock Cafe Maui shirt, no big deal.”

I’m not sure if people still do that, but if they do—good for them. Lean into your eccentricities. Embrace your vintage loves.

But me? I bought one pin. For one very specific reason. To remember the day a teenager eating chili fries looked up and saw the man who helped end the Cold War standing fifteen feet away.

Yet here we are in 2025, and my digital footprint has decided to tell a different story. According to the algorithm, I’m a Hard Rock superfan just waiting to expand my collection with a Black Friday hoodie.

The weirdest part? That random Thursday in 1992 is still generating content about my brother and me 33 years later. First, it was a front-page newspaper story. Then a radio interview. Then a commemorative eBay purchase. Now it’s a Facebook ad that thinks it knows who I am based on one nostalgic click.

Maybe I actually should become a Hard Rock collector. At least then the algorithm would finally be right about something.

Happening right now on Spudart: Press a leaf in an envelope with the date and story written on it until 2026-10-31

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