Too add to this, on my personal MBP I have the same home directory that I originally created in OS 10.2. I've used migration assistant, swapped/cloned drives, and in-place upgraded for the past 12 years. My work MBP is similar for the past 6 years.

I've had 2 or 3 issues where old config was the root cause, but those are few and far between. I might be an outlier, but it's always just "worked for me".

Edit: oops!