Merchants. Lisbet, a typical merchant. Merchants are specialized NPCs in Skyrim that buy and sell goods with you. There are different types of merchant, such as blacksmiths, apothecaries, or general goods, and each will only buy and sell certain types of goods, unless you have the Merchant perk.
how to sell stuff I'm new to Skyrim and can't figure out how to sell stuff. Wondering if someone could tell me how/where to sell stuff 0 Sort by: Open comment sort options ThomasTheHighEngine • 1 yr. ago There are merchants scattered around. There's a lot in the market area of Whiterun. Joining the Thieves’ Guild will give you access to a specialized fence, who you can sell stolen items to. Once you’re a member of the guild, simply go around the land stealing, raiding, and pickpocketing your way to success.

Vendors run out of money or won't buy some things. Does anyone have a routine route to go around to different cities to sell their stuff? Like first go here, sell this stuff, then here to sell this etc. I want a quick, easy to do route to get rid of stuff. The difficult item is the dragon bones.

Apart from just fast traveling to all the holds and selling items to people for like 1k per trader, your best bet is to complete the thieves guild quest line. You are going for trophies anyway and that's one you will need.
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skyrim how to sell items