Does 'matched betting' actually work? Any does anyone know of any websites that can help me do this!?

They're called betting exchanges and they operate like a stock exchange, the big ones are betfair.com and betdaq.com. The interesting thing is that it's easier to arrange arbitrage situations where you're betting on both sides of a game. In the early days, it was possible to write a betting bot to place arbitrage wagers for you and there were early claims of making �100,000 a month that way but most of the easy money is gone now. I've noticed that there are arbitrage situations for a few days after new markets come on line. Obviously it takes time for people to reprogram their bots and during that time it's possible to manually spot and place arbitrage wagers. They have an Excel API so if you're on a Windows platform, you can create your own bot with Excel. There are commercial ones available at a price. Betfair will charge a data fee if you pull data through the API at more than a certain rate so it's quite easy for a bot to cost your money rather than make you money. Just search on "betting bots" and betfair.