This started just before the 'Classic' upgrade. I open quicken windows, it asks for valid password for my data file (I have long used a password on data file), I enter the valid password (I can see it is valid with 'show') and it rejects it, says contact Quicken support. It leaves me with the Quicken ribbon at top that just shows 'File' and 'Help.'
I select File and the top recent file (the same one it was just trying to open presumably), it prompts for data file password, enter it, and it allows me in. When I then go to do a data update, it prompts me for quicken ID and password.
I did a 'validate' on my file and it came up with minor other items, but still has this quirk.
Quicken support has not heard of this. They said maybe a data file problem, go to a backup. That may work but is hard to recreate a few weeks of adjustments so am deferring that. If it were the data file, and it opens on the second try, it seems like the data file is likely okay.
I changed the data file password, same result, must go through process twice.