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I am having a similar problem. I have a reoccuring daily action to take a pill. It is set to start at 1:00am and due at 6:00pm. Every day I check it off and many days it stays, reappears. The most annoying thing is some mornings when I check my main page for what to do. It will not show as almost due (within 24 hours for me) even though it should be there. If I fiddle with OF looking at projects to see if I can find what happened to it, and then it will appear.

I do not yet see/ undestanding what is trigger. If I figure out more I will pass it along.