I just finished my 3rd play through. One of the things I found that made the game more enjoyable was to seriously crank up the price of the items in the stores. I basically multiplied all the prices by 5. I wanted to increase the price of the climbing gloves from 2000 to 10,000 but apparently nobody has figured out how to do that so I made Oil Flasks worth 8000 and bought one of those when I bought the climbing gloves.
If you want to know how to do this, just look here: