There are 6 pieces of OP gear in Act 1 which will allow a level 4 rogue to steal almost anything with no risk. Getting just four pieces of these mostly easy to loot items will make most sleight of hand skill checks guaranteed to succeed. You can clean out a vendor's inventory in one turn without being encumbered with little to no chance of failing a pickpocketing sleight of hand check.
Further, the game does not tell you how your gear and stats affects your chances of pickpocketing. You might think a 16 roll would mean a 25% chance of success, but we had a 99.9% chance of success stealing 1618 gold and did not even hit that roll when we succeeded without getting caught. The game does not tell you about your two 1d4 sleight of hand bonuses from guidance and the Shapeshifter's Boon Ring.
The magic items and locations are as follows:
1:30 Smuggler's Ring (plus 2 to sleight of hand checks) X: 60 Y: 513 risen road skeleton
2:05 Shapeshifters Boon Ring (1d4 to sleight of hand when disguised) Act 1 X:-27 Y:127 on corpse of Strange Ox
3:14 Gloves of Thievery (advantage on sleight of hand checks); You must watch this section carefully or you could lose your chance to get this most important item!!! X: 37 Y: 616
5:01 (optional) Gloves of Power (plus 1 to sleight of hand checks) High Priestess Gut in Goblin Camp Shattered Sanctum
5:24 (optional) Silver Pendant (guidance concentration spell 1d4 on checks) X: 148 Y: 375 just north of Nautiloud ship on a hill in a skeleton
6:01 Graceful Cloth (plus 2 to dexterity up to a maximum of 10) sold by merchant in Mountain Pass map X: -42, Y: -136; WARNING!!! Do not enter the mountain pass until you have resolved the Tiefling refugees issue or have stopped the druid's ritual in the Emerald Grove.
Build
Rogue (Astarion) with lvl 3 Arcane Trickster Subclass, 17 dexterity at lvl 1, 18 or 19 dexterity after lvl 4 feat; You want maximum sleight of hand and dexterity from leveling; Choose "disguise self" and "fog cloud" spells; "fog cloud" is under other spells at lvl 3
Tactics
"Disquise self"; Companion A casts "guidance" & Companion B casts "fog cloud"
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Gameplay from Baldur's Gate 3 by Larian studios.