Attachments showing as Winmail.dat when sent using OL 2007

[Gary]

I work the Help Desk at a university. A user is having is having trouble
with Outlook 2007. If he attempts to send an email with multiple .pdf
attachments they show up as winmail.dat on the recipients' machines. The
user does NOT have this trouble when he uses Eudora on the same machine.
This does not happen with all recipients. I made sure that his emails were
set to Plain Text and then changed them to HTML. The same thing happens.
I'd appreciate it if anyone would please provide some assistance regarding
this matter. Thank you.

 

[Brian Tillman [MVP - Outlook]]

I work the Help Desk at a university. A user is having is having trouble
with Outlook 2007. If he attempts to send an email with multiple .pdf
attachments they show up as winmail.dat on the recipients' machines. The
user does NOT have this trouble when he uses Eudora on the same machine.
This does not happen with all recipients. I made sure that his emails
were
set to Plain Text and then changed them to HTML. The same thing happens.
I'd appreciate it if anyone would please provide some assistance regarding
this matter.

He's sending them in Rich Text despite what you believe you have chosen.
Each contact record has a value that can override the main setting for
format when you send a message to that contact. Open the contact record of
a one of the contacts that receive the winmail.dat and double-click the
e-mail address. If this is not a contact with an Exchange mailbox for an
address, you should see an "E-mail Properties" dialogue with an "Internet
format" drop-down at the bottom. That drop-down should say "Let Outlook
decide the best sending format" if you don't with to override the default
format setting.