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philb19

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ADFS server internal on different network than client wifi network

Hi -we use ASA 9.1 ios  We have a wifi network that terminates on the ASA.
the wifi clients therefore are on different interface network than the adfs server which is on the inside interface of the asa

the internal adfs server is reached by the web app proxy in dmz

now when the wifi mobile users go to 0365 site (sharepoint) to login they hit micrsoft site ok  but then MS cant reach back to the adfs server to present our login page. When on the inside interface of asa or external to our LAN the adfs webproxy and adfs all works fine for thise clients. As the internal adfs server is on a different internal network to the internal wifi users i think asa is having trouble - I have tried ACL entries etc + dns but not sure how to resolve - thanks
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philb19

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when trying to reach our adfs login page it just times out
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What dns Wi-Fi network is using?

I mean it is resolving to ADFS internal IP or external IP?

You need to open 443 outbound from Wi-Fi to ADFS public IP or private IP depending on configured DNS so that Wi-Fi client can reach to ADFS
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ASKER

No that's open thanks - ACL out 443 to adfs web app proxy

Im pretty sure its something to do with hairpinning or U turn traffic through ASA
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ASKER

Hi I solved myself - what was going on was the https traffic was going outbound to a clouded proxy and then couldn't U turn back to find our internal ADFS server - the internal adfs server is on a different interface than the mobile wifi - its on the inside interface of asa.

solution is to bypass the internal adfs server https traffic from going to the clouded proxy.
It's standard practice to route all adfs traffic to external proxy interface
This is true specially when you have adfs servers located in azure connected with vpn tunnel
Your problem is adfs traffic once going through proxy is getting disconnected for some reason
May be because ssl decrypting or insertion future is on with firewall / proxy filtering device for internal clients while accessing external contents. When that happens actual web site asel cert is getting replaced with proxy server certificate
Adfs connection should work with its own certificate only
When client access adfs with internal IP, ssl decryption future is getting bypassed
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philb19

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