Skype for Business uses these ports and protocols:
When sending an instant message using Skype for Business, you may see the error message 'This message wasn't sent to.' This can be caused for a variety of reasons. Scenario 1 The first user sends an instant message to a second user. With the release of Skype for Business Server 2015 CU4 and Lync Server 2013 CU8 HF1, we will support Skype for Business on Mac as a desktop application. This means that having a mobility policy assigned to Mac users will not be required. For the best Mac client experiences and an always up-to-date infrastructure, we recommend all customers migrate to Office 365. Skype for Business Server 2015 customers should at a minimum download and install the Skype for Business Server 2015 Cumulative Update version 9319.272 or higher. In Skype for Business, search for your contact in Skype for Business, and send a request to chat. If you get a message that it couldn't be sent due to company policy, you need to double-check your Office 365 URLs and IP address ranges. Ask your Skype for Business contact to send you a request to chat.
5061 TCP (SIP) - Used for SIP/MTLS authentication of A/V users. Communications flow outbound through the internal firewall443 TCP (HTTP) - Used by Skype for Business clients/Lync connecting from outside the intranet for SIP communications
1024-65535 UDP/TCP - Port range used for inbound and outbound media transfer through the external firewall
6891-6901 TCPPort range used by Skype for Business/Lync clients for file transfer
Make sure your firewall is not blocking these and it should work. I suspect that it is a firewall issue since it works internally on the same network.
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Problem
Consider the following scenario.
You're using Internet Explorer or Microsoft Edge to access Office Online Web App in the SharePoint Online environment.
When you click the Skype button, you receive the following error message:
'We couldn't sign you in. Please try to sign in again or refresh the page.'
Solution
For Skype for Business Online (formerly Lync Online) chat integration to work in Office Online Web App, remove the SharePoint Online URL from the Local intranet or Trusted sites settings under Internet Options. Terjual office for macbook pro.
Note
Fallout 4 enclave mods. The Open with Explorer feature requires that your SharePoint Online URLs are included in your Trusted Sites list. If you want to use the Open with Explorer feature, you must add this URL back to your trusted sites.
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More Information
This issue occurs because SharePoint Online URL domains (*.sharepoint.com) are typically added to the Trusted or Local intranet zones in Internet Explorer or Microsoft Edge. For more information, see the following Microsoft website:
Skype We Couldn't Send This Message Mac
However, authentication into Skype for Business Online is performed by using a different OrgID URL, which resembles the following:
Skype For Business We Couldn 27t Send This Message Macos
When SharePoint Online creates an iframe to Skype for Business Online to enable integration, it must first authenticate. When it does this, it redirects to the OrgID URL in the iframe. Because an iframe inherits the zone of the parent, the page that's loaded in the iframe is also in the intranet zone. Internet Explorer stores cookies independently for each security zone. Therefore, the authentication cookie in the OrgID domain that's in the Internet zone can't be accessed by the iframe that's in the intranet zone. And because users can't enter their credentials to authenticate in a hidden iframe, authentication fails.
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