Recipients of files sent through QuickBooks receive an attachment called Winmail.dat instead of a .pdf file. This is a known issue for Microsoft outlook if the recipient's email client is not capable of receiving rich text format (.rtf).

 
Quick tip
If only one or some customers experience this issue, it can be due to a problem on the receiving end. Certain security and mail filters may detect these emails as mass emailing (spam) and must be adjusted accordingly.

 

Solution 1: Configure the email client

Solution 2: Use other email other than outlook

See Set up your email service in QuickBooks Desktop for detailed instructions on how to use other email clients.
SLN43926