Personally i like your questions, it has a secondary effect, makes us think and sometimes we learn from the community.
My two cents: i think the most benefit comes with Cyprian. I like so much the other 2 guys, but a fully leveled Cyprian works great in any stage of game.
Jolly = silly choice, hes only relevant in 3* Rush which only comes once a month or whatever. Master emblems are rare, so I’d want them on someone I use regularly.
Shark’Hai - probably not a great choice either, he’s just a titan hero. I guess a bit more defence would keep him alive but does it really matter that much? Again, I’d want to give them to a hero that I use everywhere, not just for titans.
Toon Cyprian - only serious choice on your list, hes great and some defence emblems would help keep him alive. You can easily take him into 5* world up until around 2800 cups. But I might be tempted to just hold onto them until you get a good 5* Paladin. Maybe I’d just take him up to level 22 and stop there.
No.
I actually use him in maaaany places, he’s on LB2 and 20 emblems, I use him for example in 4* events/tournaments, 3* tournaments, and he’s basically my most often used 3* ever