Most of my buyers buy one machine and are done, but a substantial subset are return customers. Return business is all about the usual stuff: Reputation, level of service, quality of the product. I have a few "regulars" who have bought 4+ machines from me, usually hobbyists or small business owners with a specific need. Having done this for a couple of years, I also now get return customers semi-frequently who bought something a while ago, like it, remember me, and seek me out again.
I don't offer warranties or guarantees on items, but I'm aggressively inexpensive compared to the competition, and I operate on an informal "if I broke it, I fix it" policy. If I told you something was working and then later it breaks, I either fix it, swap it out, or replace the machine.
I have a five-star reputation on Facebook Marketplace and 99.6% positive feedback on eBay as a result of this policy, so it works decently well.
All my XP product listings have a disclaimer that mentions XP is unsupported and shouldn't be used for everyday computing; I have on occasion had to steer away customers looking for a general-purpose machine to something else. The typical customer who does buy an XP machine is either doing retrogaming, running legacy hardware (industrial control systems and medical equipment are common), or has some other XP-specific need.