Is Imoen good enough for ToB?

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No. How much you have to pay at stores depends solely on your reputation. Authorities pestering you is also dependant of your reputation. The advantage of being evil is that you can do anything you want, and get away with it. Try that with a Paladin or Ranger, and you become fallen. The 'advantage' of an evil character is, if you roleplay him correctly, you'll get some nice evil dialogs

 

Just because you are evil does not mean you have to have a bad reputation. On the contrary, I'd imagine evil parties would be more prone to high reputation as to cover thier real intentions.

 

I always played neutral! so I could keep Both Nalia and Viconia happy! Neutral rules! You are a son of god, so remember BALANCE in ALL things!

 

Yoshimo is a very good theif but of course that will change later.

 

Item costs are dependant on 2 things in fact.
Reputation and charisma. Ragusa did some research a long time ago as to effects of charisma on item cost. I believe the lowest item cost was at charisma 24 or so, but he might correct me on that...

 

As Alex above said, evil could be role-played in several ways:
- Lawful Evil characters would typically have a high-ish reputation as they would not want to fall out of order with the Law. That's why they're lawful see?
- Neutral Evil characters could go either way. They act purely on their own best interest and therefore would be willing to do anything to gain the best things for them. This would include doing 'good' things as long as they get a reward that benefits them.
- Chaotic Evil characters will just do things in spite of 'good' characters. They will murder countless hundreds just to show they are the best.

Now back to Topic:
I believe with the right items, such as Ring Of Lockpicking or Trap Detection, Mercykiller Ring or similar items; Imoen would be as good as any thief would.
Remember though! That thieving skills which go up to 100, are considered 'full', which means you will get a 99% chance of success and 1% of faliure when using abilities. This is before other bonuses are applied.
Say a trap which is Difficult to detect (say about 75% on Detect Traps), it then is magical, and so magically hidden, removing about 40% from abilities. So with this trap, you would need 105% on abilities.
Understand?
So with Items, her abilities should go to just over 100% on most abilities (open locks and traps at least), so No Problem in Tob.

 

I prefer Yoshimo or me(mage/thief).

 

Spoiler

No Yoshimo in ToB.

As for the original question, get Jan.