I've been using computers since around 1981, when I first started programming video games on a TRS-80 Model III in the Added Divertive Dimensions (ADD) room at my elementary school. Since around 1984, I had computers which used MS-DOS and had diskette drives, and around 1986 or so, I got my first hard drive. That's 30 years of computer training
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I started forwarding copies of my email to Gmail a few years ago (during wedding planning) for easy phone access and made the jump to the web interface from using Pine shortly thereafter. Man were those some dark times. The fact that Google manages spam so much better than I ever could sort of cinched the deal.
If you haven't already uploaded your old messages to Gmail and want to, I recently got around to doing that (it was a PitA before they enabled IMAP support).
This Python script worked pretty well for me:
http://imap-upload.sourceforge.net/
You can even preserve all your old mbox folders as Gmail labels in the process (or just create new ones based on your Procmail or whatever rules using Gmail's filtering).
I now have all my old email from the mid-nineties on in one place. It's kind of a trip.
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Unfortunately, all of my really old email was stolen a year back in October, so I don't have to worry about that too much.
I'm currently making the switch to Google calendar as well.
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Looking in my archives, I see that the first email I sent from my gmail account was coincidentally to YOU (2005-07-11)!
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One can also just use a more traditional email client with gmail's IMAP to see the traditional view if forced to use Gmail. I do this even now when I want to send an attachment. There's a command line client that I use to do that.
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