Matthew, That seems like a useful strategy. You may be able to get more information about what is happening if you examine the trace file (https://wiki.gnucash.org/wiki/Tracefile se the MacOSX section) immediately after running Gnucash on a restored copy of the file. AFAIK it is overwritten each time GnuCash is run. I doubt if the default install for MacOSX is built with the --debug option, which increases the amount of debugging information generated, but some additional info on errors may be in the tracefile. I run on Linux not a Mac. John Ralls generally can provide more specific info on MacOSX problems.
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