I'm facing some issues with a customer where the Skype app is not working proplerly. Sometimes they cannot even connect to the service. They are using automatic proxy detection features with a wpad.dat file that controls if the traffic is or not sent by the proxies and which proxy should be used based on the IP address of the host.
When some user runs skype app on his computer I can see some requests directed to the WSA and some others sent directly to the ASA (this one drops these connections). At the end the app could either connect or not is random.
Somebody could give me some heads up about some workaround to allow the app through the WSA (Maybe I'm missing something)
Thanks for replying, i succesfully worked with Office 365 creating custom url categories that contains all office URLs and ip addressess listed in microsoft article related to SFB.Then i bypass https inspection for those categories and also whitelist them for http traffic and this works for Skype for business but was not working for consumer version. After some testing it seemes the problem was on skype side, in fact newer versions solved the issue, but really i think is not really necessary to install skype consumer if we use SFB 'cause of full integration between consumer and business version so SFB users in a company can fully interact with skype consumer users outside.
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