I am getting the same behavior described in the March 2021 post referenced below. It sometimes happens when I enter transactions in various registers. It happens consistently when I enter bills under Bills & Income reminders from that tab or from the shortcut on the dashboard. It happens worst when I enter income (paycheck) transactions where I get probably between 3-7 dialog boxes back-to-back. I have to simply continue clicking "OK" until the transaction fully enters.
I did a search here and couldn't find many others experiencing this issue. I have a 20+ year old file that has grown to around 350MB and have been repaired/revalidated more times than I can count. I am wondering if this may be the culprit? I have seen this issue since Quicken has transitioned to the new subscription model several years ago.
At first, I thought this may have been a "feature" (nag) to drive (force) end users to renew the annual subscription. Since I haven't found many others complaining about this I am beginning to feel it may not be as widespread as I initially thought.
Any ideas from the community? @jcs I didn't really follow your solution. Like @mshiggins I couldn't determine the correlation between the problem and the solution, but I have to admit the latest community issue with the MS OneDrive and the password was one of those non-obvious correlations as well! I know this is an old issue but feel free to advise if you recall any new insights since the initial post. Thank you!
-J