I also work on a legacy Ruby/Rails codebase, what I dislike is Ruby as a dynamic language, I'd prefer typed languages, but overall Rails didn't changed too much

I also work on a legacy Ruby/Rails codebase, what I dislike is Ruby as a dynamic language, I'd prefer typed languages, but overall Rails didn't changed too much in the last 14 years that I know it (I didn't used too much in the past), but the concept is still the same to this day, few changes to the API/syntax, but otherwise if you know Rails, if you know Rails, it is most likely that you find very easy to work on any Rails app.