JIRA external access via Azure Application Proxy

[musafir]

Hello All,

We plan to expose Jira externally using Azure Application Proxy so some project managers can access the internal site without the need for a VPN. Azure Application Proxy is deployed and working great for other websites with the exception of Jira. The client has provided me with the URL http://servicedesk.mycorp.com:8080/jira/ but externally when accessing the website I can the error 'page can’t be found'. When I try to access the website internally the website I get prompted to login. Has anyone successfully setup Jira and what setup was used to achieve it? 

I am using v8.138 Jira. 

[Nic Brough -Adaptavist-]

Welcome to the Atlassian Community!

This suggests that the proxy is not set up to talk to the internal site properly.

[musafir]

I have setup an enterprise application in Azure created a group associated with access to the application (which is basically everyone in the organization) and then configure the application proxy. Single sign-on (password-based and Sign-on) and I added the following URL http://servicedesk.mycorp.com:8080/jira/login.jsp?.

[Nic Brough -Adaptavist-]

I'm not familiar about exactly how AWS does the proxy in this way, but it does look a bit wrong to me.

One of the things a proxy does is locate a service in a different URL, and I think this is what you are doing here with your AWS stuff.

The setup I have at home is Jira on server-1, Apache on server-2, other things I want to use from outside my home on server-3 and 4, and so on.  My router forwarding traffic from outside my home to Apache.  So it looks like Apache is serving up my home web-site.  The proxy is carrying traffic between HTTP://server-1:8080 and HTTPS://myhomestuff.biz/jira

I suspect that's what you need to be doing - when your people land on HTTP://servicedesk.mycorp.com/jira, your AWS proxy should be proxying back to whatever the URL is of the Jira server internally.