Stuck in a loop with SSL. (Jira server instance not working with SSL)

Website, Application, Performance Security
1

What is the name of the domain?

jira.argenmedia.com

What is the error number?

301

What is the error message?

ERR_TOO_MANY_REDIRECTS

What is the issue you’re encountering

Cannot access site through domain, I can through public IP address though.

What steps have you taken to resolve the issue?

Modified vhost config to dissolve redirect loops, nothing worked. I posted a detailed list of steps but Cloudflare community forum keeps flagging it as having too many links and destroys all my data, alas.

Was the site working with SSL prior to adding it to Cloudflare?

No

What is the current SSL/TLS setting?

Full (strict)

What are the steps to reproduce the issue?

Link to pastebin since Cloudflare forum destroys my data when posting due to “many links posted”

https://paste.mozilla.org/DDdR6ZX0

4

btw, I’m using Jira’s recommended setup:

VirtualHost *:443>
    ServerName <subdomain>.<domain>.com
     
    ProxyRequests Off
    
    <Proxy *>
         Require all granted
    </Proxy>
 
    ProxyPass /<contextpath> http://<domain>:<port>/<contextpath>
    ProxyPassReverse /<contextpath> http://<domain>:<port>/<contextpath>
 
    SSLEngine On
    SSLCertificateFile /path/to/your/cert.pem
    SSLCertificateKeyFile /path/to/your/privkey.pem
    SSLCertificateChainFile /path/to/your/chain.pem
</VirtualHost>
 
<VirtualHost *:80>
    ServerName <subdomain>.<domain>.com
    Redirect Permanent /<contextpath> https://<subdomain>.<domain>.com/<contextpath>
</VirtualHost>
5

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