Outlook missing Open With Context

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dave2013

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Outlook version
Outlook 2010 32 bit
Email Account
Exchange Server
We receive a lot of pdf attachments that were created from Illustrator and need the Open With context to open with Illustrator.

We just moved from Groupwise to Outlook 2010 with Exchange and were always able to right click and use Open With..
 
Right click on a PDF in windows explorer, choose Open... and select illustrator. You may need to browse to find it.

In outlook (opening pdf from email) you can't use open with - it will always open with the default program.
 
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