Trade in Skyrim is oversimplified and uninteresting. A particular type of merchant always has the same amount of gold and offers you the exact same prices as the same type of merchant in another part of the country. Merchants in small towns differ very little from those in the larger cities, and the only factors that affect price are your speech skill and any barter enchantments you might have.
With 8.5 million members and 5,000 groups, Freecycle is like the mother of all garage sales, with one exception: Everything is free! The site started as a grassroots organization, encouraging members to reuse products rather than send them out to the landfills. For example, I have used Freecycle many times to find new owners for pieces of my cassette and record collection, piles of magazines and books, and assorted unneeded tools.
Check online swap markets and online auctions that have a bartering component such as Craigslist.com (check under "For Sale" for the Bartering category), Swapace.com, SwapThing.com, Barterquest.com, U-Exchange.com, Trashbank.com and Ourswaps.com. Check for local bartering clubs. Your local Chamber of Commerce may be able to provide you with information on similar clubs in your area.
Bartering allows individuals to trade items that they already have but are not using for items that they need while keeping their cash on hand for expenses that cannot be paid through bartering such as a mortgage, medical bills and utilities. Bartering can also have a psychological benefit because it can create a deeper personal relationship between trading partners than a typical monetized transaction. Bartering can also help people build professional networks and market their businesses.
STOLEN GOODS - Don't expect any favors from Fences. Selling stolen items is going to cost you, so don't expect to get top dollar for ill-gotten goods. Tonila is exempt (actually all Thieves Guild & Dark Brotherhood fences are exempt, but in the vanilla game this just applies to Tonila). Any mod-added merchants who have been made members of the Thieves Guild or Dark Brotherhood faction will also be exempt. Options: -25% to -5% worse prices.
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While one-to-one bartering is practiced between individuals and businesses on an informal basis, organized barter exchanges have developed to conduct third party bartering which helps overcome some of the limitations of barter. A barter exchange operates as a broker and bank in which each participating member has an account that is debited when purchases are made, and credited when sales are made.
Other anthropologists have questioned whether barter is typically between "total" strangers, a form of barter known as "silent trade". Silent trade, also called silent barter, dumb barter ("dumb" here used in its old meaning of "mute"), or depot trade, is a method by which traders who cannot speak each other's language can trade without talking. However, Benjamin Orlove has shown that while barter occurs through "silent trade" (between strangers), it also occurs in commercial markets as well. "Because barter is a difficult way of conducting trade, it will occur only where there are strong institutional constraints on the use of money or where the barter symbolically denotes a special social relationship and is used in well-defined conditions. To sum up, multipurpose money in markets is like lubrication for machines - necessary for the most efficient function, but not necessary for the existence of the market itself."