You may want to create an archive of your Quicken bottle before running it again. Yesterday, my Quicken 2015 auto-updated itself to R15. Afterwards, it required me to create a new "Quicken ID," by running a wizard, which would replace my "Intuit ID." Wine crashed immediately as the wizard started with an error in rundll32.exe (although, this was under a beta version of Crossover Office). Since I am unaware of a way to suppress the prompt and wizard, I could no longer run Quicken. I had to restore from a bottle archive, and now I cancel all attempts by Quicken to update itself.
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CrossOver Forums: the place to discuss running Windows applications on Mac and Linux
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