esquire, my phone timeline looks similar to yours, although I started with the Treo 270. I am syncing my iPhone to Google (works flawlessly) and Google via CompanionLink to the Palm desktop.
Unlike the Palm, iTunes stores all your apps and password isn't an issue, so I've felt no need for some other kind of backup for apps. My photos & tunes are on my computer. If my hard drive dies, MM won't save you anyway. It isn't good enough to merely have the music on your iPhone - you can't get it off an iPhone onto a computer.
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