Thank you for taking the time to share the details of your experience and feedback with the Community, although I apologize that you have not yet received a response.
We'll need a bit more information to be able to assist.
Please take a moment to review the information available here and post back to let us know what version and release of Quicken you are using as well as the name of the financial institution associated with the brokerage account in question.
How long have you been experiencing this issue? Also, do you actively sync to the mobile or web application?
The more information you can provide regarding this issue will help the Community to better understand and assist.
you for reaching out on the community and telling us about your issue. I do apologize for the issue you're having. That is quite odd that this is happening. I'm wondering here if it might be relocatable. If you wouldn't mind could you take some screenshots of the issue to see if we might be able to replicate them as well. This should give us a bit more information on the issue. I'll leave a link on how to screenshot down below.
Once you get the chance let us know some more and we'll see what we can do.
You could test this if you are so inclined by backing up your Opening Balance to before the date of the 'corrected' Buy (before 10/30/2014) and then doing the placeholder correction.
Quicken will list the most recently opened data files, with a checkmark next to the file you are currently viewing.
Let us know how it goes!