It was fun up until level 55 when I started getting heavily enchanted daedric loot in every barrel I looked in.
In Oblivion it was no point in taking heavy expensive items. In Skyrim you barter, buy crafting materials from an smith and sell him loot.
Note that this also level you speech skill fast. Say you have lots of expensive loot, you buy filled grand soul gems from an merchant and sell back loot. Yes you could use Azura's star and killed mammoths however you have more loot than you need so why not trade it. say sell for 3000 and buy for 2000.
However if you even dabble in crafting you don't need to sell loot. Enchanted iron daggers with banish is worth 1500-2400 gold. giant toe, creep cluster and wheat is worth thousands, salmon roe, chicken egg and wheat might be worth more than 10.000, comparable with legendary dragon items.
The speech skill level level up gain is based on the price of the item, not the money you get.