Yup. I was really close to buying $1000 (at $1) worth of BTC ages ago. I don't dwell because the stress of managing that through time would have eaten me away lol.
With that said, i do regret not at least mining/etc. Back then i could have mined in many ways, and getting into it as a hobby probably would have meant holding larger amounts of BTC in the long run.
I remember thinking about buying $100 (at $10). And then realizing I didn't actually know how to do it and didn't feel like looking it up or going through whatever steps to do that kind of transaction online, or worrying about getting scammed....
Better not to dwell on such things.