link in Outlook 2010 to a secured PDF not working correctly

Posted on 2011-10-12
Last Modified: 2012-05-12
Good day!

I have come across an odd behaviour that I can't seem to resolve to my management's satisfaction.  Here are the particulars:

• 1 fairly large PDF file (10MB) in a directory on an IIS website
• directory is secured so that visitors have to use a login and password to access contents
• security is setup on the directory through IIS with anonymous and default visitors disabled on this particular directory; login represents the user that does have access
• there is no security on the PDF file itself
• we want to include a link to the secured file in an email going out to senior management and board members
• when users click on link in Outlook 2010, the IE browser opens up and says 'Internet Explorer can not display page' and includes the link to diagnose the connection

If you refresh the page with the error still displayed, the anticipated login box appears.  If you have another browser set as the default browser (Chrome and FFox were tested), the login box appears.  If you access the email via a web-mail interface and IE opens, the login box appears.  I tried various security settings in IE - disabling protected viewing, lowering the security settings - but nothing appeared to have corrected the problem.

The issue appears to be something between Outlook and IE on that initial click.  Unfortunately, because this is going to senior management and board, we are REALLY trying to avoid statements like 'If the file does not at first appear, click refresh' or 'Change your default browser to some worthy software...'

Any ideas or thoughts on what is happening or how to correct?  Unfortunately, time is of the essence (isn't it always?).

Thanks in advance for anything offered!
Question by:chipsterva69
    LVL 47

    Expert Comment

    Since Outlook 2007, Outlook has become more and more security conscious / restricted when accessing Links or URLs from the Email Itself.

    Especially ones that go out to the internet.

    If it were me, I would just put the Body of the Email w/ link into a Word Document.
    I wold test it from Word, It SHould work.

    If it works from Word, I would then email them the Word Document.

    Accepted Solution

    I had forgotten to close this out.  Unfortunately, sending Word was not an option, and we never did find a solution to this issue.  Luckily, for now it is a minor issue.

    Author Closing Comment

    no solution found.

    Featured Post

    Enabling OSINT in Activity Based Intelligence

    Activity based intelligence (ABI) requires access to all available sources of data. Recorded Future allows analysts to observe structured data on the open, deep, and dark web.

    Join & Write a Comment

    Suggested Solutions

    When it comes to showing a 404 error page to your visitors, you do not want that generic page to show, and you especially do not want your hosting provider’s ad error page to show either. In this article, I will show you how to enable the custom 40…
    Sometimes Outlook might have problems sending a message. There may be various causes- corrupted PST, AV scanner etc. The message, instead of going to the Sent Items folder, sits in the Outbox indefinitely. To remove it you can use a free tool cal…
    Get people started with the process of using Access VBA to control Outlook using automation, Microsoft Access can control other applications. An example is the ability to programmatically talk to Microsoft Outlook. Using automation, an Access applic…
    This Experts Exchange video Micro Tutorial shows how to tell Microsoft Office that a word is NOT spelled correctly. Microsoft Office has a built-in, main dictionary that is shared by Office apps, including Excel, Outlook, PowerPoint, and Word. When …

    754 members asked questions and received personalized solutions in the past 7 days.

    Join the community of 500,000 technology professionals and ask your questions.

    Join & Ask a Question

    Need Help in Real-Time?

    Connect with top rated Experts

    23 Experts available now in Live!

    Get 1:1 Help Now