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Paying off one tiny debt can get you moving

The smallest thing I owed last winter was $23 to my friend Carmen, for half a pizza and a parking ticket we’d split. The biggest was a lot more than that, and I’m not going to tell you the number, because I still get a little queasy thinking about it.
For a couple of months, I didn’t touch any of it. Not the big stuff, not the small stuff. I’d open my banking app, look at the whole pile, feel my chest tighten, and close it again. If you’ve ever been there, you know the feeling. It’s like walking into a garage that’s been collecting junk for ten years. You don’t know where to start, so you just shut the door and go watch TV.
Then one Sunday, mostly out of boredom, I sent Carmen the $23. That was it. Two taps. She sent back a pizza-slice emoji.
And I swear something shifted. It was such a small amount, totally insignificant next to everything else, but I had one fewer thing hanging over me. One name I could cross off. I felt lighter in a way that didn’t make any mathematical sense.
Why the small ones matter more than they should
I’ve thought a lot about why that worked, and I think it’s because debt isn’t just numbers on a screen. It’s a list of open loops your brain keeps checking on, sort of like browser tabs you never closed. Each one takes up a little attention, whether it’s $20 or $2,000. Your brain doesn’t really weigh them by amount. It just counts them. So closing one tiny tab frees up about the same little slice of mental space as closing a big one, and it’s way easier to do.
That first quick win made me curious whether I could do it again. I looked at my list and found the next smallest thing, which was $60 I owed my cousin for concert tickets. I sent that a week later. Then a $90 copay I’d been ignoring for months. Every time I cleared something, the list got shorter and I got a bit braver about looking at it.
I know some people argue you should go after whatever costs you the most first, and I’m sure there’s real logic to that. I’m not going to tell anyone how to run their finances, and I’m definitely not the person for spreadsheet-level strategy. What I can tell you is what actually got me off the couch. For me, the problem was never knowing what to do. It was doing anything at all. The tiny debts were the only ones small enough to get me started.
The friend debts hit different
What surprised me most was how much the small debts to people mattered compared to the ones owed to companies. A $23 debt to Carmen weighed on me more than a much bigger balance on a store card. I think that’s because there’s a face attached to it. Every time I saw her, a tiny part of my brain whispered “pizza money.” Paying people back first, even when the amounts were small, did something good for my friendships that paying down a card never could.
There’s also this weird thing where clearing small debts to friends makes you feel like a more trustworthy person, at least in your own eyes. I’d been walking around feeling a bit like a flake. Each payment was a small piece of evidence that I wasn’t.
Momentum is real, but it’s fragile
I won’t pretend it was a straight line. I had a bad month in March when my car needed a new tire, and I didn’t pay down anything. I felt that old dread creeping back. But because I’d already cleared a handful of small things, I had something to point to. I wasn’t starting over from zero. I’d just paused for a few weeks, the way you skip the gym when you’ve got a cold and then go back.
The big number is still there, for the record. It’s smaller now, and I look at it on Sundays without closing the app in a panic. Carmen and I split another pizza last month, and this time I paid her back before we’d even left the parking lot.
The OweMate blog is written by the people who make OweMate, a simple way to keep track of money between friends and family.