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Hi,<br />
Please check these.<br />
<a href="https://www.experts-exchange.com/articles/13676/Out-Of-office-not-working.html" rel="ugc">https://www.experts-exchange.com/articles/13676/Out-Of-office-not-working.html</a><br />
<a href="http://www.mustbegeek.com/configure-external-and-internal-url-in-exchange-2013/" rel="ugc">http://www.mustbegeek.com/configure-external-and-internal-url-in-exchange-2013/</a><br />
Please let me know if it doesn't help.
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Hi,
Please check these.
https://www.experts-exchange.com/articles/13676/Out-Of-office-not-working.html [https://www.experts-exchange.com/articles/13676/Out-Of-office-not-working.html]
http://www.mustbegeek.com/configure-external-and-internal-url-in-exchange-2013/ [http://www.mustbegeek.com/configure-external-and-internal-url-in-exchange-2013/]
Please let me know if it doesn't help.

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Those did not appear to work for me.
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You need these names in your certificate and A records which resolves as below.<br />
1. mail.emaildomain.com &nbsp; --&gt; &nbsp; Point to Exchange2013<br />
2. autodiscover.emaildomain.c<wbr />om &nbsp;--&gt; &nbsp; Point to Exchange2013<br />
3. legacy.emaildomain.com &nbsp; --&gt; &nbsp; Point to Exchange2007
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You need these names in your certificate and A records which resolves as below.
1. mail.emaildomain.com   -->   Point to Exchange2013
2. autodiscover.emaildomain.com  -->   Point to Exchange2013
3. legacy.emaildomain.com   -->   Point to Exchange2007

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I am testing a few users after an Exchange 2007 to Exchange 2013 migration and am getting the attached pop-up awhile after Outlook is open. I was able to get it to not pop up with the Security Alert at the start of Outlook, but now it comes after awhile after Outlook is open. I haven't updated my SSL Certificate to reflect my new Exchange 2013's hostname but not sure I have to.<br />
<br />
Any recommendations?<br />
<a href="https://filedb.experts-exchange.com/incoming/2016/10_w44/1124307/ExchangeProxyError.docx" target="_blank" class="file-inline" title="Exchange Error (19 KB)"><svg xmlns="http://www.w3.org/2000/svg" viewBox="0 0 512 512"><path d="M67.508 468.467c-58.005-58.013-58.016-151.92 0-209.943l225.011-225.04c44.643-44.645 117.279-44.645 161.92 0 44.743 44.749 44.753 117.186 0 161.944l-189.465 189.49c-31.41 31.413-82.518 31.412-113.926.001-31.479-31.482-31.49-82.453 0-113.944L311.51 110.491c4.687-4.687 12.286-4.687 16.972 0l16.967 16.971c4.685 4.686 4.685 12.283 0 16.969L184.983 304.917c-12.724 12.724-12.73 33.328 0 46.058 12.696 12.697 33.356 12.699 46.054-.001l189.465-189.489c25.987-25.989 25.994-68.06.001-94.056-25.931-25.934-68.119-25.932-94.049 0l-225.01 225.039c-39.249 39.252-39.258 102.795-.001 142.057 39.285 39.29 102.885 39.287 142.162-.028A739446.174 739446.174 0 0 1 439.497 238.49c4.686-4.687 12.282-4.684 16.969.004l16.967 16.971c4.685 4.686 4.689 12.279.004 16.965a755654.128 755654.128 0 0 0-195.881 195.996c-58.034 58.092-152.004 58.093-210.048.041z"/></svg>ExchangeProxyError.docx</a>
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ExchangeProxyError.docx

I am testing a few users after an Exchange 2007 to Exchange 2013 migration and am getting the attached pop-up awhile after Outlook is open. I was able to get it to not pop up with the Security Alert at the start of Outlook, but now it comes after awhile after Outlook is open. I haven't updated my SSL Certificate to reflect my new Exchange 2013's hostname but not sure I have to.

Any recommendations?

Proxy Server Security Certificate Error

Exchange is the server side of a collaborative application product that is part of the Microsoft Server infrastructure. Exchange's major features include email, calendaring, contacts and tasks, support for mobile and web-based access to information, and support for data storage.

Exchange

Microsoft Outlook is a personal information manager from Microsoft, available as a part of the Microsoft Office suite. Although often used mainly as an email application, it also includes a calendar, task manager, contact manager, note-taker, journal, and web browser.

Outlook

Security is the protection of information systems from theft or damage to the hardware, the software, and the information on them, as well as from disruption or misdirection of the services they provide. The main goal of security is protecting assets, and an asset is anything of value and worthy of protection.  Information Security is a discipline of protecting information assets from threats through safeguards to achieve the objectives of confidentiality, integrity, and availability or CIA for short. On the other hand, disclosure, alteration, and disruption (DAD) compromise the security objectives.