OMG Todd! Pardon the pun but as I read through your post, I thought you were talking about me. Aside from the fact that I started out on a Rolodex handheld purchased from Radio Shack and then took a BIG technological jump to a Sharp IQ-8500M (which I still have by the way), the parallels are uncanny.
Regardless of the type of hardware or software, I was always driven by being mobile and having accessibility. Heck, I even purchased a GSM Cellular SD Card to use with my old Dell Axim. Looking back it took almost 5 minutes to install the SD card and actually make a phone call but I was connected.
Welcome to the club Grampa!
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Canadian Road Warrior
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