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If you want to add 6th member for now, Camelia is good for Trickery and Stealth.
Seelah, the low Dexterity Paladin for Trickery? Guess you can take off her armor each time but that would be a hassle.
Also she gets proficiency in Trickery skill from her background. So that is plus, it somewhat makes up for lower DEX.
Of your party the answer is simple though. Lann has the most dex along with regill. Lann doesn't use armor that gets in the way. But you are already in drezen for the most part. So when you level up lann give him a level in trickery. This will take you out of auto level.
Hunh, I didn't know that Lockpicking in WotR didn't apply an armor check. It does in the Unchained rules. Learn something new every day.
There's a lot about this dang game to know. I'm always learning something new too.
Other than those two, ... about 85% of my characters pick it up as a background trait just because these games LOVE to put you all by yourself for a bit or with one other non-rogue companion and there is invariably locked doors or traps before you can get your guys back. I just expect it.
other ideas.. a level of rogue-> rowdy isn't too amiss on a 2h user or archer, like your main character to pick up vital strike and with a feat, a couple (three maybe?) of die of sneak attack can be had for the 1 level and use that to level trickery with all your points for that level should get you a decent score. A buff to die rolls like a hex and you are set to pop most locks for a time.
with your group... rowdy up lan and pick up mythic ranged cleave ... you will thank me.
edit: doesn't stack for some reason it's just 40d6 1 time like 450 barely buffed most is not from the rowdy special. normal attacks are better i guess better.