https://bugs.winehq.org/show_bug.cgi?id=50211
--- Comment #8 from Arc C. achapkis@gmail.com --- There are few things I tried yesterday and today. I have another Fedora 32 computer, where I have not yet pulled down the latest updates. That one has wine-5.21 but never had any Quicken installed on. I pulled down the Quicken 2004 installation file available from Intuit and installed it on that wine-5.21. Ran OK, was able to import my previous data. Going back to this desktop with the latest wine-5.22 I tried to use the same installation file. It seems to install OK, but upon starting it I get the following error: "Your Quicken program files (not your data files) may have been damaged. You will need to reinstall Quicken."
So then I tried to remove ${HOME}.wine folder and start from scratch. Again, it installs just fine but then I receive the same error as above.
Then I tried to install the older Quicken 2000 Deluxe from the link you provided. It also installs fine (I used a different installation directory from Q2004) and when I start it seems to start OK with the registering dialog and Welcome dialog box, but after I click "OK" it says "Cannot open file" and crashes. I attached the new stack trace.
Note that I had Quicken 2000 Deluxe installed into my ${HOME}/.wine and working fine over the years, surviving multiple computer upgrades (all the the way from Fedora Core 9) up until I pulled down wine-5.22 packages a couple days ago.
I am not of much use to help with any programming, but hope I can help troubleshot this issue, let me know if there's anything you'd like me to try.
Thank you,
Arc C.