I am trying to move my Elements 9 catalog and files from Windows 7 to Mac OSX Yosemite and can't connect the files on the Mac.

When I try to connect the files to the catalog on the Mac, many (~9000 out of ~12000) files show as can not reconnect. Elements finds "similar" files (actually the files I want) but says they are not the same file. I noticed that many of them have the time parameter different in the file compared to the catalog. If I go ahead and say reconnect anyway, I get another error indicating the the data has been changed by two different sources. If offers the choice of overwriting the file data with info from the catalog (which loses the EXIF data in the file) or says leave the file alone (which loses the keyword metadata from the catalog). Is there any way to get Elements to connect all of these files while retaining all of the EXIF and the keyword metadata without having to re-edit or re-import each of these files? My ultimate aim is to then move all of these photos into the current version of Lightroom on the Mac.

You won't like this response, but there is no way to simply move any Adobe software installation from one system to another. In part, this has to do with the registration/activation infrastructure that Adobe uses. FWIW, Adobe isn't the only software vendor for which you can't simply move software from one system to another via various migration tools.
You must totally uninstall from the first system including product deactivation and then install on the new system and reactivate.
In terms of “fixing” your current system, I would recommend totally uninstalling the software (and deactivating in the process), reboot, and then reinstall from scratch.
- Dov

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