Gangplank vs Illaoi Top Matchup
Gangplank Top wins 49.3% of 1,201 Low Elo games against Illaoi Top, +0.2 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 Gangplank
Keep minions between you and Illaoi to intercept Test of Spirit(E). If she misses, trade while it is on cooldown and leave when she casts Leap of Faith(R).
When Test of Spirit(E) applies its Vessel slow, use Remove Scurvy(W) to cleanse the slow; the tentacles still spawn, so keep dodging them.
Test of Spirit(E) is a projectile that minions can intercept, so the wave can protect Gangplank from Illaoi's pull.
How to play as Illaoi
Wait until Gangplank commits to a last hit or Parrrley(Q), then cast Test of Spirit(E) from a clear angle; his minions can block the tendril.
Remove Scurvy(W) cannot break Illaoi's Test of Spirit(E) tether, though it can remove the slow after the tether breaks.
Sources
These notes come from r/gangplankmains.