OTA sync is an iOS thing, which is why they're finally getting it with iOS 5 release, after Droiders have had it from the get go.
Looove my Nexus One, and comparing it side by side with an iPhone 4, I'd still take my Droid, even with it beign a year and a half old. AMOLED screen just shames the iPhone screen.
Droid's biggest drawback, imho, was the quality of Apps. Once developers realize that Android has the largest market share now, they might decide to start developing for Droid, because they're missing out on barrel loads of cash as it stands now.
BTW, if you're killing apps in the background on Droid, you're only hurting your battery life. Just leave them running. I can go 2 days on mine before having to recharge.