Is there a better way to sell things? I find it terribly tedious to travel to every major city and the Theives Guild to sell my things and still have stuff left to sell because the merchants ran out of money.

Am I missing something? I know its not realistic for a merchant to have all the gold in the world so you can sell everything but Dragons are also not real I think a little realism needs to be broken for this. I just find this really REALLY tedious... When I get a lot of loot my first thought is, "Oh god, now I gotta spend forever trying to sell all this junk".

I liked it in Oblivion. How they would have a static amount of gold and would never run out but you would have to find a more wealthy Merchant to sell something of higher quality.

Is there a better way of selling things that I'm not seeing?

Level up your speech skill dude. There is a perk that lets you invest in a store, and that raises it by about 500. Then there is a perk in Speech that gives ALL merchants a gold upgrade of 1000. There are perks that allow you to sell stolen items and be able to sell anything, regardless of what the store is(so now blacksmiths can take things of magical nature etc.)

Speech is your friend!

If you bring the thieves guild back to it's former glory. All the fences will have 4000 gold.

You gotta finish all the mini quests to do that right? Cause I beat the main theives guild story line.

yeah, it takes a while. But it ends up being worth it. More merchants to sell to plus the fences upgrade.