I'm still testing Tryndamere in the jungle...

Of course, the monsters are tougher; as a result, Lifesteal Quints are a must. I prefer attack speed reds and blues for faster AA's which = more fury and criticals faster, (plus more sustain with LS quints).
I think that Rangers Trailblazer is optimal for Tryn's clearspeed. His clear speed is pretty good and he can duel other junglers that invade his jungle (Skirmishers could be a choice as well).

Basic game plan = Clear the hell out of the jungle, get that 💰 to strongly transition into mid and late.

I still need to test and test but that's that.