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When I allow Quicken to do an aut[o] update, It loads an old version of my data file

Answers
Thank you for taking the time to report this issue to the Community, although I apologize that you have not yet received a response.
To clarify, by "auto update" are you referring to One Step Update or a new version of Quicken being installed?
The more information you can provide regarding this issue will help the Community to better understand and assist.
Thank you,
Quicken Natalie
Thank you for providing additional details!
I suggest reinstalling the new (subscription) version of Quicken by following the steps available here:
https://www.quicken.com/support/using-qcleanui-uninstall-quicken
Once that is complete, please open the correct file and let us know if you continue to experience this behavior.
Thank you,
Quicken Natalie