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Sync on exit is hard (not possible?) on the iPhone, because the iPhone can just kill OmniFocus if it's too slow to quit when you push the home button.

So we're looking at other ways to solve the problem.

But yes, there is a problem. If you make changes to the same task on two machines at the same time* then only the change from one of those machines will be kept. And changing the order counts as a change on pretty much every task in the project. (And marking off a repeating action changes the order of the other actions in the project, so it's also pretty troublesome.)

*By "same time" I mean that machine 1 pushes a change to the server and machine 2 doesn't get that change before making its own changes. So it's a lot more common than "same time" suggests.