Attachment paperclip icon not updating after add (requires 2nd action)

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Title: Attachment paperclip icon not showing unless I force refresh (reproducible)

I’m seeing a consistent issue with attachments in Quicken Classic Business & Personal (Windows) and wanted to see if others can reproduce this.

Version: R67.7 Build 27.1.67.7
Platform: Windows 11 Pro

Issue

When I add an attachment to a transaction, the paperclip icon does not always appear—even though the attachment is successfully saved and accessible.

Steps to reproduce

1. Open any transaction
2. Add an attachment
3. Save

Result

• Sometimes the paperclip icon appears immediately
• Other times it does NOT appear, even though the attachment is present

Workaround (100% reproducible)

1. Add a second attachment
2. Immediately delete the second attachment

Result:

• The original attachment’s paperclip icon appears every time

This suggests the attachment indicator isn’t updating until a second write/update event occurs.

What I’ve already done

• Moved my Quicken data file out of OneDrive to a local path (C:\Quicken\)
• Created a clean copy of the file (File → Copy)
• Disabled Mobile & Web Sync
• Confirmed OneDrive warning is gone
• Verified attachments always save correctly

Attachments are stored under:
C:\ProgramData\Quicken\Inet\...\Attachments\ (internal storage mode, no “Attachments” preference visible)

Current status

• Issue persists after eliminating OneDrive and sync factors
• Appears reproducible and independent of environment

Impact

• Unclear whether attachment was added without extra verification
• Requires additional steps (workaround)
• Slows workflow

Question

Can anyone else reproduce this in R67.x?
Is this a known issue with attachment indicator refresh?

I’ve already submitted logs and a detailed report via “Report a Problem,” but posting here for visibility and comparison with other users.

Happy to share screenshots if helpful.