A lot of registrars will let you "renew" at any time, even months/years before the expiration date (and "renewing" a domain basically just means adding a year).

> I didn't realize registrars let you buy for 10 years. The best I have seen are discounted pricing for 2-years.

I only have experience with Namecheap. They typically only offer discounted pricing for the first year, but you can pre-purchase renewals at the full price for several years (maybe up to 10, haven’t looked recently)

Even for bargain prices I’m glad I don’t own 100 domains! That’s probably more than I spend on delivery fees for tangible goods in a year.

LOL! Early on I had some unexpected luck selling some of my domains for low-ish thousand of dollars. That encouraged me to kinda just buy domains when I have an idea or stumble on a thing that I believe I might do some day or let someone do some day.

For example, I sold hackathon.co for good money (I even gave them the GSuite at that time). I also sold html5.in to Microsoft sub $10,000 (via a broker, unfortunately, which I realized way later) still for a pretty good sum. I have also sold quite a few more for low $100s.

And I donated thus.org to a Texas university for zero dollar and gave them the GSuite too. I'm happy that an educational institute is using it and the domain is alive.

I own nsfw.in, which was "a link shortener to warn you that it might not be Safe before opening". I got lazy and is on sale and I keep getting regular emails/contacts to buy it.

Very cool, you sound like a resourceful person!