I’m considering switching to KiCAD from DIPTrace. DT isn’t anything special but it works really well for me. I don’t think I want to step up to Altium not because of cost but because I only lay out one board a year tops.

I see community support like this and it’s a strong selling point. Any advice?

Do it! I switched from Eagle years back because I needed a guarantee that I'd be able to open a decade-old design and the subscription model destroyed that confidence. Kicad was annoying but manageable then, it's an absolute joy to use now.