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Originally Posted by Apples For Mike View Post
Good suggestion . . . I looked, but unfortunately it appears that I would end up paying $20 again?
As long as your iPhone is using the same iTunes account as it was when you purchased it, the App Store won't charge you for a second purchase of the same application.

I just verified this by deleting OmniFocus from my iPod touch, going to the OmniFocus screen (which looked exactly the same as your screenshot), touching the price (which changes it to "buy now"), touching "buy now", entering my iTunes Password at the prompt, at which point I was presented with a prompt saying "You have already purchased this item" (see attached screenshot).

The problem with this approach is that you'll only receive the prompt after you've confirmed that you want to purchase it, so you won't have a chance to back out if the App Store decides you're purchasing a different copy for a new account. That means you have to be absolutely certain your iPhone is using the same iTunes account as it was when purchased it in the first place—but if you are, yes, you can download the 1.5 update for free.

Hope this helps!
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