I don't believe you will be happy with the results of any contracting situation. For instance, what you've described is a moving target. As soon as you change s

I don't believe you will be happy with the results of any contracting situation. For instance, what you've described is a moving target. As soon as you change something that affects the server side API, you will need to rework the bits on the iPhone app. The contract dev will need to be re-engaged to fix that for you. Your question contains hints that you're vastly underestimating the scope: maybe blackberry, just some sync, caching, how hard is it to upload a photo, etc. You're ripe for being taken for an expensive ride by someone who isn't that good. If you have less than $10K to spend you're better off investing in a macbook, some books and sending yourself or one of your in-house developers to an iPhone training course. I've not taken the iPhone version, but I took a Cocoa course at the Big Nerd Ranch and it was one of the better educational experiences I've ever had. Another approach would be to hire an intern for three months to work on this project. A student with little professional experience would love the chance to get paid to learn iPhone development and end up with a real app to show for it. It's a win-win for you and the student.