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Renting Out My Parking Space Turned Into a Data Experiment

  • Writer: Raul Smith
    Raul Smith
  • Oct 13, 2025
  • 4 min read

It was a typical Portland evening. An evening that was cool and rainy. With just sound of the rain running into my apartment. There I was, sitting at my desk. I was doing half the work, my thoughts wandering far from the report I was putting together for a client who wanted ‘cleaner’ visualizations of their data” And so here I am. Looking out at my empty parking space below-an otherwise fine spot, now unused and gathering puddles. I hadn’t parked there in months.

Rent had gone up again, groceries were pricier than ever, and a small voice in my head whispered: you’re paying for concrete you don’t even use.

Mildly bored and mildly financially guilty, I opened a few apps for pet-sitting, deliveries, renting gear. Who knew what illicit sideline I’d get into. This, and renting out private parking spots. The Gauntlet of New Things I’ve Never Done but Keep Hearing About. It seemed simple. I entered the address, a modest rate, and attached a blurry photo of the spot. This I did not think upon again until my phone buzzed the next morning saying “You’ve got a booking.”

And that’s how it all started.

Parking Space

The Quiet Experiment

At the beginning, it was an occasional shot — some drivers booking during the day, others at night. But the analyst in me couldn’t fail to observe there were recurring sequences. Each booking was logged along with time stamps, ratings, and user IDs. I started logging these on a spreadsheet, just to probe what I would turn up.

Within the first two weeks, some repeating patterns started to emerge. Mondays tend to be pretty slow. Friday at 5 p.m. Friday’s spike in cancellations for the weekend usually hits Saturday morning. On rainy days, reservations went up by just about 20%. When the Timbers played at home, that’s when things exploded in terms of demand.

Figures told stories I hadn’t seen before – not about parking, really, but about Portland itself. People running in before the weather. Freelancers meeting clients downtown. Late drivers finding spots right by the bar and concert venues. My tiny side hustle had sort of accidentally become a mirror of city behavior.

It wasn’t long before it became a silent obsession. I’d drink my coffee in the morning and keep on refreshing the data dashboard as though I was logged onto Facebook. My vacant parking space was an ecosystem in itself, offering a real-time human behavior feed and micro-decisions.

When Curiosity Turns Into Code

After a month, I’d written a small script to analyze booking frequency and price elasticity. It wasn’t about trying to make extra cash anymore; I was testing theories. Weather, time of day, even event listings I’d scraped from local calendars - all factors for adjusting prices.

The spot began to make more money. Not too much – maybe enough to pay for a few trips to the grocery store – but enough to show that the behavior could be forecast, urged, and even optimized. That intrigued me so much. A parking spot, a few data points, and an easy experiment had morphed into something that seemed a live model of human choice.

In fact, an application for tracking where the nearest vacant slot is located was part of the plethora of breakthroughs sourced from “silicon forest”: Portland mobile app developers is fusing technology and the nuances of urban living in small, unspectacular ways, far different from any grand “smart city” designs, but more like micro-utilities redefining how people dealt with their environment. ‘‘My parking spot was just one tile in that mosaic.’’

Data Beneath the Ordinary

I went downstairs last night to check out the space. It was taken—a small hybrid SUV neatly in faded lines. Thank you note on the app: “Perfect spot. Saved me from circling downtown.”

I smiled at the message, then chided myself for all the things the data wouldn’t show—the frustration before they found it, the relief afterward, the human — or invisible human behind every digital transaction. And then I realized something: that my little experiment really wasn’t about money or analytics at all. It was about “connection,” that strange, quiet intimacy between strangers who will never meet but still intersect, however briefly, through a shared square of asphalt.

What I Learned

Months later, I would stop collecting the data and let the app run in whatever way it wanted. But the experience stayed with me. It changed how I saw cities, technology, even my own profession.

We are often inclined to think that data, in fact, is merely cold, reducing life to a set of numbers. However, sometimes, it may bring a mor e ordinary heartbeat into view. Every data set out there carries with it a pattern of choices or hesitations and small acts of need or convenience.

Renting out that parking space did not make me rich, though it made me something far rarer: perspective.

Amidst all the talk of scaling, scaling, scaling, it’s easy to lose sight of the fact that much of it is in the small stuff — a parking space, a couple of lines of code, a city quietly teaching you how people move through it.

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