In late 2012, Toronto even got its own spinoff of Trade School, a model that originated in New York in 2010. The Toronto Trade School holds classes—on anything from spoken word to origami flower–making to bicycle maintenance—and invites students to “pay” with an item or service from the teacher’s barter wish list. It has hosted more than 70 classes.
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.
When exchanging services, it’s important to remember that bartering is considered income. While you may be able to write off expenses you incur during the barter, you must claim the fair market value of the services you provided as income. For example, if you charge $60 an hour as a massage therapist, and you trade a one-hour massage for housecleaning services, you may have to claim the equivalent income. When you trade assets, you may even be responsible for tracking capital gains or losses. If you have any doubts or questions, consult the IRS website.
The Internal Revenue Service (IRS) considers bartering a form of revenue and something that must be reported as taxable income. Under U.S. generally accepted accounting principles, or GAAP, businesses are expected to estimate the fair market value of their bartered goods or services. This is done by referring to past cash transactions of similar goods or services and using that historical revenue as a reportable value. When it is not possible to accurately calculate the value, most bartered goods are reported based on their carrying value. 

The man who arguably founded modern economic theory, the 18th-century Scottish philosopher Adam Smith, popularized the idea that barter was a precursor to money. In The Wealth of Nations, he describes an imaginary scenario in which a baker living before the invention of money wanted a butcher’s meat but had nothing the butcher wanted.“No exchange can, in this case, be made between them,” Smith wrote.
An alternate currency, denominated in labour time, would prevent profit taking by middlemen; all goods exchanged would be priced only in terms of the amount of labour that went into them as expressed in the maxim 'Cost the limit of price'. It became the basis of exchanges in London, and in America, where the idea was implemented at the New Harmony communal settlement by Josiah Warren in 1826, and in his Cincinnati 'Time store' in 1827. Warren ideas were adopted by other Owenites and currency reformers, even though the labour exchanges were relatively short lived.[17]

Anthropologists have argued, in contrast, "that when something resembling barter does occur in stateless societies it is almost always between strangers, people who would otherwise be enemies."[6] Barter occurred between strangers, not fellow villagers, and hence cannot be used to naturalisticly explain the origin of money without the state. Since most people engaged in trade knew each other, exchange was fostered through the extension of credit.[4][7] Marcel Mauss, author of 'The Gift', argued that the first economic contracts were to not act in one's economic self-interest, and that before money, exchange was fostered through the processes of reciprocity and redistribution, not barter.[8] Everyday exchange relations in such societies are characterized by generalized reciprocity, or a non-calculative familial "communism" where each takes according to their needs, and gives as they have.[9]
Make the deal. After you've found a barter partner, get the agreement in writing. Make sure you detail what services or goods will be involved, the date of the exchange (or work to be done) and any recourse if either party reneges on their part of the deal. If you are working through a membership-based bartering association, they will likely provide all the structure and paperwork you need for the deal.
While it may be free, there is no one monitoring the barter ads, so you must be aware of potential Craigslist scams, and realize that you are always at risk when it comes to meetups and exchanges. For example, about a year ago, I arranged to trade massage gift certificates for housecleaning. Since the individual was coming to my home, I was more nervous than usual. However, she offered good previous references, and we  arranged for a time to meet when my husband would be home, in case an odd, unexpected, or even dangerous situation arose.
While Swapsity trades are facilitated online, its participants can be seen in real life at themed in-person swap meets as well as the annual Live Green Toronto Festival. Over the past three years, more than 25,000 items—primarily clothes, books, CDs and DVDs—have been swapped at its events, collectively saving people roughly $200,000. About 5,000 items have been donated to charity. On average, each participant saves $80 at every swap (the value of items they go home with and would have otherwise bought). This year’s Live Green event was packed despite the grey July weather: until it started to rain heavily in the late afternoon, lineups to get into the six swapping tents spanned the full length of the waiting area, then folded in on themselves like accordions. Even in the rain, the leaking tents bustled.

Barter, the direct exchange of goods or services—without an intervening medium of exchange or money—either according to established rates of exchange or by bargaining. It is considered the oldest form of commerce. Barter is common among traditional societies, particularly in those communities with some developed form of market. Goods may be bartered within a group as well as between groups, although gift exchange probably accounts for most intragroup trade, particularly in small and relatively simple societies. Where barter and gift exchange coexist, the simple barter of ordinary household items or food is distinguished from ceremonial exchange (such as a potlatch), which serves purposes other than purely economic ones.