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HTTPS Inspection and Office 365 - Anyone got it playing nicely?

Question asked by Stuart Green on Aug 10, 2017
Latest reply on Feb 19, 2018 by Tomer Sole



Until recently we'd had an application-based rule which covered HTTPS inspection for Office 365 nicely but in the past month or so, something has changed at the Office 365 end which means that they don't play nicely any more.


To that end, I've visited Microsoft's Office 365 IP address and URL pages to get all of the IP addresses and URLs to craft destination-based rules for HTTPS Inspection.


However, it seems that Microsoft aren't entirely truthful when it comes to giving out their IP addresses as it seems that some traffic is still inspected and a basic install of Office 2016 can't complete as the streaming side of things doesn't work.


Turn HTTPS inspection off and it'll stream nicely and do everything it should do.


Has anyone had any success in getting this working with HTTPS Inspection on?