First of all, don't apologize. This group exists, IMNSHO, to provide a place for these questions. You just have to accept that occasionally you will get flamed for asking a question that has been asked and answered multiple times.
In the future just do a quick search of the newsgroup and use Google to look for an answer.You'll be surprised at how often that gets you what you want. My measure is 5 - 10 minutes. If I haven't found an answer after that, then I post it to a news group....
As to the actual question, "it depends". Each version of Q has tried to improve on the ability to automatically assign categories to downloaded transactions. Each iteration has, to me, improved it. However, it is a loooooong way from being more than slightly useful. It does, in some cases, learn, but I've found that you just have to go through the account and make updates. In general, it defaults to the wrong category and you end up doing a lot of editing.... In some cases using the search function you can make batch changes, but it's not been of much use to me...