If youve joined the thieves guild and have access to the ragged flagon, you can go in there, pickpocket everyone for their gold, then enter the Ragged Flagon Cistern, pickpocket everyone in there, then re enter the Flagon, pickpocket, etc..

Vex carries 1500 gold, so you can just keep pickpocketing her. you dont need to wait any days. just exit the room, then re enter and do it over and over.

I just pickpocket everyone because they wont care and i can raise my pickpocket skill as well.

So are you not getting caught at all? Because if you get caught, you don't get to keep the gold, they take it back. The only benefit is that they don't call the guards. It is almost impossible to pick 1500 gold without high pickpocket skill and the cutpurse perk.

Vex always has 1500 gold because you never got it the first time. You should check your gold totals before and after.

i was keeping the gold. i went in there with 20k and left with over 44k and raised my pickpocket skill from 22 to 38

I'll have to check this out.

But Vex is now carrying 4000 gold.