This one is pretty straight forward. Steal items from either NPCs or containers, then sell them to a fence in any Thieves Refuge. This does Not include laundering items. You can fence more items a day if you spend a skill point in the Ledgerman skill line. Personally, I like Rawl'Kha in Reapers March in the Dominion. Most cities with the Refuges have a few NPCs you can take 3 items from, fence them, and come back and pickpocket them again. If you have the Thieves Guild DLC, you can complete writs and fence the items at the same time to pick up some additional coin. Happy Hunting!
**Any tips, please let me know!**
Xtowers: Thieve's Guild skill line that allows you to sell fenced items for 2% extra per point. Increasing bag space allows for holding more stolen goods.