alright, somebody more skilled might be able to help you (ie, tricking the computer to follow you and then killing them easily like in cruel melee), but here you go:
With these events, I always think of ways to cheap kill somebody (fox shine, falco spike, jiggly sleep, marth's tip, roy's fire slash thing, Link's spinning attack on the ground, etc.).
With that said, if you have a hard time avoiding damage, I would avoid light characters.
20-I think I am usually Marth or Roy with these ones and use tactics mentioned above. Always try to use the level to your advantage.
23-Try Marth or maybe Ganondorf (aerial forwards and purple kick things to send them flying) Sometimes one get's killed easily via suicide...Also, maybe doc or mario with the cape for cheap kills vs their flame attack
26-Need a better explanation
27-What level is this? Usually the best thing to do against metal characters is give them a little damage and then stay close to the ledge and grab them and then throw them off. They have a hell of a time getting back on bc they are so heavy.
28-Marth, Roy, Ganon, Fox up attacks, Link, Falco with above mentioned tactics
Two things to keep in mind: sometimes, you just need to be lucky; sometimes, just use your best character (ex: I'll just go crazy with Sheik)
Sorry I can't be more specific, I need the game with me for more details. Let me know what works and what doesn't.