Thanks for the advice, very much appreciated.
I think I discovered the issue, it looks like OmniFocus uninstalls the app every time it updates and my uninstaller app was deleting the data files in this process. I disabled the uninstaller app and I have successfully updated several times and the data is intact.
I think I discovered the issue, it looks like OmniFocus uninstalls the app every time it updates and my uninstaller app was deleting the data files in this process. I disabled the uninstaller app and I have successfully updated several times and the data is intact.