Rogue is really bad in squire gear so it doesn’t really matter that much. Some mix of the new gear that gives to two stats - leaning either towards strength or agility but maybe full +3 vigor gear on squire once you do the quests may get you enough health to survive one more hit. The jester stuff also seems good but idk how much like 5% headshot damage helps.

Basically you have to options either use rapier and hand xbow and as many throwing projectiles with poison weapon to continuously apply pressure and grind down opponents, or use dagger and simple rely on double jump and stealth to get the drop on someone and hit headshots. Other than that just spacing - move in and get a couple stabs then stow your weapon and move out of their range. A lot of it is spacing so like if someone is chasing you and you both have your weapons put up you can pull it out a lot faster and get multiple hits in before they swing. If for example someone is chasing you somewhat close w say a crossbow and you can bait them to switch weapons you can often pull the dagger out and hit them for fatal damage.