Her: Outlook is so slow- the messages take forever to load!
Outlook was probably slow because you were loading against Google's IMAP server on the internet, rather than from an Exchange server in the same office. :-P
Me: Well, you don't get that with a web-based system, because it is much more efficient at getting to your messages faster than your single hard drive
A web-based system is LESS efficient because nothing is cached locally. I use Gmail for some accounts, and every time I jump to a new message ("conversation"), I have to wait several seconds while the page loads. I periodically have cases where I get a blank white page because the internet connection timed out. If the network goes offline for some reason, my e-mail is totally inaccessible. Outlook (or in my case Thunderbird) has NONE of these problems because all the messages are right their on your laptop's hard disk. You can read them and search them with no internet at all.
Her: Oh. Now, is there a way I can put the same message in multiple folders without making a duplcate?
Me: Actually, with Gmail you can use labels to assign one message to multiple labels, making organization much easier
In other words, NO, Gmail does not have simple folders. It has a different system called labels. If you want to use Gmail, you need to learn how to use labels, and accept the claim that labels are better than folders.
This claim might be true, but it's interesting that to this day, simple folders are still the model used by file systems. When filing, you want things to have a single location in a nice hierarchical tree. Searching is useful, but it's not the same as filing.
Google's biggest challenge is not a technical one- it's a marketing one. Google has to convince everyone that they have a product that really is better.
No, Google's challenge is to actually be better. It's great for personal e-mail, but regular people rarely need to "manage" their personal e-mail, since it's mostly chatter that expires after 1 week. By contrast, business e-mails are documents that need to be searched and sorted, with deadline pressure from the boss.
You've shown that this woman was unable to refute your spirited technical arguments. But does that really mean she's clueless and incapable of deciding which product meets her needs?
-Gonz