User error. You should have known about pinning versions. If this is the reason you want to change package managers, you should consider this. Either that or maybe macOS isn't the OS for you. Try gentoo.
To me it ends up feeling like people who say things like "people are stupid" and use the Dunning-Kruger effect to hand wave away harder socio-psychological problems are projecting their own insecurities of their lack of knowledge and can be safely ignored
Plex is fantastic except the direction they seem to be going with how they monetize is questionable. Streaming from private servers is definitely The Way though, in any case