Hopefully someone here can provide an answer that I understand or can at least appreciate for this, and hopefully this is the best place for this. I'm considering switching my main webmail to Gmail from Yahoo but I'm still not sold on labels. I've read dozens of threads and articles and posts about why labels are so much better than folders, and the common element in all of them is that people who like them love them, and people who don't like them abhor them. Also, most of the people saying that labels are better seem to say "labels are better because ... they are better" or "labels are better because you can put two or three different labels on one email, you can't do that with folders neener neener!" So, I started thinking about this. I can't think of any reason I'd ever want to have an email in more than one folder, or by extension why I'd ever want to have more than one label on a message. I have a hard enough time keeping my mail sorted and filtered to have to worry about coming up with more than one way to categorize an email. Can anyone explain how and why they use multiple labels for a single email? I don't see a clear benefit for it. Another issue related to labels is the sent mail label. One thing I am not sure I like is the fact that sent mail is essentially kept forever. Nevermind the privacy issues of keeping every email ever just because you have the space for it, if every sent mail gets kept and is labeled as sent how can you ever find anything in it anyway? Since every sent mail that has been replied to starts a conversation, how can I delete the sent mail and keep the conversation? I'm sure I'll have other questions, but I'll start with these. Thanks in advance.