Kayn vs Master Yi Jungle Matchup
Kayn Jungle wins 47.0% of 9,541 Low Elo games against Master Yi Jungle, -2.1 points vs expected, 2-patch window 26.19-26.20.
Researched on LoL patch 26.20. Tips are written to hold at any rank; stats come from Low Elo ranked games up to patch 26.20.
How to play as Kayn
Avoid an isolated duel with Master Yi before form; look for a skirmish with teammates, and punish only after he uses Meditate(W), when it can no longer reduce Umbral Trespass(R)'s damage.
Master Yi's Alpha Strike(Q) makes him untargetable during its dash, while Kayn's Blade's Reach(W) is a line attack; a timed Q can avoid Kayn's main setup.
Meditate(W) reduces incoming damage, so it can blunt Kayn's Umbral Trespass(R); if Yi spends it on an auto attack reset, that defensive window is gone.
How to play as Master Yi
Hold Meditate(W) for Kayn's burst instead of spending it on an auto reset; Kayn can threaten Umbral Trespass(R) once you have used the damage reduction.
Sources
These notes come from r/KaynMains, checked against the champions' abilities.