I have finally been able to reliably recreate an issue that has been driving me nuts.
Steps to recreate:
1 - Open file and check to ensure all preferences are checked (See Before Pictures)
2 - Run One-Step Update
3 - Got back to Edit->Preferences and all settings are now unchecked (See After Pictures)
I have already run "Validate and Repair".
FYI - I noticed this posting described the same problem.
https://community.quicken.com/discussion/7871982/renaming-rules-preference-keeps-changing System:
Quicken - Home, Business & Rental Property 2020 R28.18, build 27.1.28.18
Windows 10
I have 2 quicken files in same directory (Mine and my Mom's)
Also, I sync my windows file between two windows 10 computers and the issue occurs on both computers. Therefore, I don't see how it could be an environmental issue with my computer.
Note - I upgraded from Quicken Deluxe about 2 months ago. I can't swear that's when the problem started but that seems about the right time.
Any ideas?