Sylas vs Diana Jungle Matchup
Sylas Jungle wins 49.2% of 2,043 Low Elo games against Diana Jungle, -0.6 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 Sylas
Don't try to match Diana's full clear; look for a worthwhile level-3 gank or skirmish instead, since Sylas players report that her farm tempo is hard to match.
When you steal Moonfall(R), use it as a teamfight engage when allies can follow, especially if Diana's team is grouped.
Diana's Moonfall(R) pulls nearby enemies and can deal increased damage when it catches multiple champions; Sylas players list Diana's ultimate as a useful Hijack target.
Sylas jungle players describe Diana as a fast-clearing AP farmer who is difficult for him to keep up with or kill outright.
How to play as Diana
Use your faster clear to maintain pressure rather than forcing an isolated duel into Sylas; Sylas jungle players say you can outfarm him and are difficult for him to kill outright.
Sources
These notes come from r/sylasmains, checked against the champions' abilities.