A question I have fielded more then a couple times in the Wine section of the Ubuntu Forums is
What is the difference between commercial Wine products and vanilla Wine?
There are three main commercial Wine products: Bordeaux, Cedega, and Crossover. There are a few distinct differences between the commercial Wine products and the FOSS Wine.
One of the largest benefits to using a paid for Wine product is that not only are you paying for software, you are also paying for support of said software. What this means is that if an application that is suppose to function, doesn't work properly - You will have a real live person to help you debug the issue. While support for Cedega is somewhat lacking, Bordeaux and Crossover have fantastic support staff.
All three of the commercial Wine applications provide a GUI/automated installer for installing applications. This makes it much easier for new users (and faster for experienced users) to configure applications properly under Wine. Time is money as they say.
Added Application Support:
Commercial Wine products have added pieces of code that allow some applications to function better than they do under vanilla Wine. Notably under Cedega is a superior DirectX API that allows for better FPS under a few titles (as well as running Crysis). The primary piece of code Crossover adds to Wine is their custom HTML engine. This adds better functionality to Internet Explorer, Steam, and other web-based Windows applications. Bordeaux builds Wine with a few extra patches to fix bugs, as well as support for the pulse audio sound server.
Ever had an application working perfectly under the latest beta Wine release and then have it magically stop working for some reason or another when Wine updates? That is called a regression. Commercial Wine products are tested to ensure that all of your applications that already work, will continue to do so with future releases.
Ah, and now the the primary reason that is always brought up whenever someone mentions any sort of commercial Wine product: The Cost. I must say, my absolute favorite response is something along the lines of:
"Why would you pay for software to use on your free operating system! That goes against the very nature of Linux!"
You know what else goes against "the very nature of Linux"? Trying to run Windows applications. Odds are you paid for that Windows application as well, so if you are going to support application development on a platform you no longer use - Why not support it on your platform of choice as well? None of the products are terribly expensive. Bordeaux starts at 20$, Crossover at 40$, and Cedega starts at 15$ (but is subscription based).
If perhaps I have persuaded you to invest one of these products and you are confused on which of the three is best for you, check out my Cedega VS Crossover comparison and my Bordeaux 2.0.4 review.