QB Issue Resolution:

How to fix it
Open your QuickBooks company file.
Press F2 (or Ctrl+1) to open the Product Information window.
Verify the file path in the Location window. The default file paths for company files within QuickBooks are:
Windows Vista/7: C:UsersPublicDocumentsIntuitQuickBooksCompany Files
Windows XP: C:Documents and SettingsAll UsersDocumentsintuitQuickBooksCompany Files
If you are using Windows 7 and your Location window shows a Windows XP file path, you will need to reset the file path:
Click File > Close Company.
At the No Company Open window, click File > Open or Restore Company…
Select Open a Company File then click Next.
Navigate to the location of your company file using the Windows Explorer window.
Highlight your company file and click Open.
Completing this process will no longer require a second scan to successfully attach documents to your transactions.

Resolution for Issue 'We recently upgraded to WIndows 7 and the attachment function is not working properly. Have to scan several times before it will save.' available: Yes (Solved).
Source: Intuit Community forum.

We recently upgraded to WIndows 7 and the attachment function is not working properly. Have to scan several times before it will save.: this issue or error code is a known issue in Quickbooks Online (QBO) and/or Quickbooks. Support for this issue is available either by self-service or paid support options. Experts are available to resolve your Quickbooks issue to ensure minimal downtime and continue running your business. First try to resolve the issue yourself by looking for a resolution described below. If it is a complex issue or you are unable to solve the issue, you may contact us by clicking here or by using other support options.

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