It depends. After several years where I realized I was spending $5k-$10k getting watches repaired/serviced, I decided to take a more considered approach.
If I get a watch that's not running properly, then I will almost always have it repaired and serviced. Often it's an emotional decision, because I just want to bring the watch back to life. Frankly, I should be more disciplined about that because I don't always end up keeping those watches, and it's a big expense. Maybe that would be a good New Year's resolution.
If I get a watch that's running well and fully operational, I will generally wear it a few times to get a better sense of what I want to do with it. If it seems unlikely that I will keep it long-term, then I don't have it serviced. If I think I will will keep it, but wear it infrequently (e.g. a few times a year) or never, then again, I probably won't have it serviced immediately; I'll just wait and see whether my feelings change. So only if it seems likely that I will wear it regularly do I get it serviced.
I think this has been a good change for me, and looking back at 2022, it seems that I had about 25% of my purchases repaired/serviced. It was still a significant expense, but less than it could have been. And it will probably make it easier for me to let some of those watches go, since I haven't made a big investment in them.