When I switched to MacOS (about 11 years ago) I tried Macports first, but ended up with Homebrew because Macports required me to learn more things than Homebrew required of me before I could successfully install the 10 or so small command-line packages I wanted to install. (At that time, Fink was lacking a maintainer IIRC.)

Note that I didn't want to take the time to try to determine which one had the better design and engineering.

(I didn't not know or want to learn Ruby when I made the decision.)