Trundle Guide

Tips for Playing Against Trundle

-Be careful early if he has Lethal Tempo, as he can stack it fast with bite, and will do really well in a long trade. He also does a considerable amount of healing when your minions die with his passive.
-Take short trades on your side of the minions, and try not to get destroyed by an all-in at level 2 (or level 1 for that matter, but it is easier for him to chase when he has two abilities).
-Never W onto him unless you 100% know you kill him (and keep in mind if he has ult he will drain your health [and resistances {and size}]
-You can use W primarily to escape fights after he uses his pillar. I would Q + Grasp and then W out if you need to.
-Can be really difficult at first item if he builds BotRK.

Heartsteel

Honestly, I'd build Heartsteel first item. You can pop him easier when ahead, and the range is nice to keep distance or chase if needed. Be careful if he builds BotRK first though.
Oblivion Orb

Anti-heal seems nice against Trundle. I much prefer Orb rather than Bramble, as it gives a little AP (which is great on TK with a lot of HP) and he can't just heal off minions.
Swiftness Boots

Tabis might be fine when behind, but I think Swifties is just better in general honestly. More sticking onto him, more escaping him, especially with the slow resist vs his pillar and bite.