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Welcome to the forums, turpinm!

Assuming the "Show Parent Items in Context Mode" setting (under the View menu) has been enabled on the Mac and subsequently synced over to the iPad, the behavior you're looking for is what's intended.

Note, however, that the parent row is showed beneath the children in Context mode - the thinking here is that we should show it in the position where it would naturally occur in a to do list. Check of the children, check off the parent, then check off the next item in the list.

If that's not what you're seeing, contact our support ninjas and we'll be happy to investigate this with you!