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I've played nearly the whole game with Imoen as my only thief. The party was:
Me (elven Fighter/Mage)
Yoshimo (traded for Imoen)
Jahera
Aerie
I did the Thieve's Guild and then went right into Chapter 3 (chose the Vampire's side) to get Imoen back ASAP. Chapters 3 & 4 were a bit tough due to the very limited equipment we'd gathered, but doable, and for all further quests I had the envyable items found in Spellhold, and more importantly Imoen was not too low level since she took part in nearly every important quest.
(NOTE: if you do things this way make SURE you have someone who can put a Quarterstaff to good use! You need to kill some monsters which need +3 or better weapons to hit and the only +3 weapon I got was a +3 Quarterstaff in Spellhold itself. Luckily for me both Jahera and my Fighter/Mage could. Alternately get "Enchanted Weapon" spell and use it!)
Imoen doesn't have the personality of Jan (in fact, it's more like the personality of a blow-up doll) but she's thief enough to do all the doors & traps in Shadows of Amn.
---Bhaalthazar
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