It also interacts weird with Gloves of Thieving (Advantage on Sleight of Hand)
Pickpocket attempt is made in Turn Based Mode:
The pickpocket UI shows that the roll was successful, but then top left corner says Sleight of Hand Save Failed and I get the angry NPC reaction dialogue. I suspect the roll that the Advantage is supposed to ignore is somehow triggering this, as it's happening on high DC checks where it's more likely that one of the two rolls will fail.
Last edited by Aeliasson; 10/08/23 06:07 PM. Reason: correction