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Obviously, raising a pokemon can't be that hard, as pretty much everybody does it. However, judging by the trainer compositions, raising a wide variety is very hard - hence why trainer teams generally either small or are practically monotype. I've always found teams with 6 pokemon for the sake of having 6 pokemon rather boring, so I'm happy to work with this limitation.
Assuming that I'm at least decently good at raising pokemon (because if we just go for "i can't raise animals and i'm gonna be some shitter with a rattata" then it's gonna be a boring thread), to alleviate the problems listed, I'd go for a 3-4 mon monotype team, composed of relatively easy-going pokemon. Toxicroak should be fairly relaxed assuming it's similar to Croagunk, Alolan Muk is directly described as being easy to work with if it's kept fed, Amoonguss rarely moves to begin with and seems capable of looking after itself, and Dragalge is just a bonus I'd only consider getting after I'm comfortable with the other three). All of these pokemon being somewhat water-based also helps with steamlining the process of looking after them to boot.
If I can manage these, I could probably settle as being a gym trainer in Fuchsia or Virbank City (both of which make the watery nature of the team easy to deal with), preferably Fuchsia. Truth be told, neither particularly appeal to me, as I'd rather be somewhere like Canalave, but Steel types are probably much more finnicky to deal with (while the deal with Poison types is obviously just "don't get poisoned", who knows what special treatment Steel types need) and mono-Steel teams are for edgelords.
Will do ratings in the next post.