At one point the Khajit caravan in my game had over 100, 000 gold to spare. It may have been a bug, but you could perhaps fast travel to some of the cities and see if they're there and perhaps make a killing.
When it comes to sneaking, I gave up on it.My character must be a pretty heavy dude because people in rooms that aren't even close to me detect me right after I take a step while sneaking. I've gotten pretty used to just charge in and decapitating people with my scimitars.
Holy hell, there are scimitars?
I now know who I must be.