By itself Wine is very usable but you need a fair amount of expertise or lots of time to get your favourite Windows application running correctly. This is why we have companies like Bordeaux Group and CodeWeavers who sell commercially supported Wine version or management tools that make our lives a little easier.

To give you an idea of how easy it is I am just going to focus on how easy Bordeaux 1.8.2 makes it to get MS Office 2003 up and running.