I just stumbled across this great website called BillShrink. You tell it a few details about your wireless consumption and it calculates the best possible plan for you on the best carrier in your neighborhood. Pretty damn cool in my book. It was pretty much on the money.
It lets you specify how many lines you need and how much you are currently paying. You can even have it import your current bill for automatic analyzation. Sadly it does not understand a BlackBerry data plan but the generic unlimited works quite well. You just need to keep it in mind when you are shopping around the site.
If your shopping around for a new wireless plan or just want to see what is out there I would recommend checking it out at www.billshrink.com