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It's How You Wear It
Overcome a Trial of Humility using each soulbind equipment.
It's How You Wear It requires you to complete a Trial of Humility using each soulbind equipment piece available in the Proving Grounds.
Choose Pelagos as Soulbind
Select Pelagos as your soulbind before entering any Trial of Humility. At max level you deal enough damage to effectively two-shot bosses and take minimal damage while fighting, making each run take roughly 2 minutes per equipment piece.
Select Equipment and Boss
Pick one soulbind equipment piece, then choose a Humility difficulty boss. The achievement does not require unique boss fights, so you can repeat the same boss with every equipment piece. Kalisthene is a reliable choice regardless of soulbind, or you can use Echthra for each run.
Cheese Echthra on Humility
If you want a nearly risk-free method with no charms needed, fight Echthra on Humility difficulty. Before engaging, move back and to the left toward the edge of the platform, climb the cloth barriers to reach the flower pot closest to your spawn point, and use your ability 2 (the targeted root) to control the fight from that elevated position. If you die, you can simply try again at no cost.
Repeat for Every Equipment Piece
After completing a trial, tell the valkyrie NPC you want to try again, swap to the next equipment piece, and repeat the process until every soulbind equipment piece has been used to overcome a Trial of Humility.
Tips
Running Kleia against Kalisthene with any equipment piece is a viable alternative, as Kalisthene is straightforward and Kleia requires no specific strategy adjustments per item.
Echthra requires no charms on failure, so it is the cheapest boss to repeat across all equipment pieces.