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Topics - krisdebeule

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Troubleshooting / Tunnel mode and HTTPS
« on: September 27, 2017, 01:11:42 PM »
Hi All,

I am trying out a proof-of-concept for our connection to Office 365.
As a little background : we are based in Europe, but our (email) data is located in a datacenter in the US.
This means that when we access data, we have anywhere from 90 to 110 ms latency.

My idea is to setup a WanOS in tunnel mode in Europe, and one in tunnel mode hosted on Azure in the same datacenter and "tunnel" everything that is Office 365 related through WanOS.

I have a WanOS VM on ESXi 5.5 setup and working, and another one hosted in Azure.
Both are connected through a tunnel (I can see that in WanOS), and I can access the Azure WanOS https config page through the tunnel.
But I cannot get any https connection to work through the tunnel.
Firefox says "Performing a TLS handshake to ...", IE says nothing but blanks out and Chrome says "Establishing secure connection" followed by "This site can’t be reached, took too long to respond..."
I'm a newbie in WanOS (else I wouldn't have placed this question :-) )
Anybody who can help me ?

thx in advance,
Kris

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