I don't get why everyone goes for these 2yr contracts. On everything but my primary line, I always go for the 1 year contract. You pay only $30 more for the phone, but get an upgrade a full year ($9.99x12 = $120) earlier.
Now on the primary line, this doesn't matter, because Verizon lets you upgrade once a year as long as you keep renewing for 2 years.
I have never been able to not use an upgrade for a new device using this system. And if I have an upgrade sitting for more then 3-4 months, I purchase a new phone, don't open it, and sell it on ebay as brand new. Usually getting about $400-450 depending on the device. So 1yr contract price of Droid 2 ($229), sold for $422, minus 1 year add a line ($120), no insurance because I sell the phone anyway, nets ~$75. I'm not doing it for the money, but its better than letting my upgrade sit and me paying subsidized prices without having a subsidized phone.
Moral of the story, use My Account to purchase phones on your primary, and get 1 yr contracts for all your secondaries.