I've had this problem before but never did resolve it. I've used Deploy4Me to deploy Jira Software to a Digital Ocean droplet which is running Ubuntu 16.04.6 (LTS) x64.
I now want to install Jira Portfolio.
Now in Jira Software admin when I go to Atlassian Marketplace for JIRA, I can't see any addons and I get the message "The Atlassian Marketplace server is not reachable. To avoid problems when loading this page, you can disable the connection to the Marketplace server.".
But how do I do this ? If I ping marketplace.atlassian.com from the ubuntu console I get "Ping: unknown host marketplace.atlassian.com". Exactly the same is I ping marketplace-cdn.atlassian.com.
What is confusing is his this worked yesterday but then I had to destroy the droplet. Today I recreated the droplet again using Deploy4Me but the only diffeence is that I installed Jira Software and Confluence on the same server.
Sounds like a firewall issue. You should make sure that the ports that JIRA and Confluence are running on have access to 80 and 443 traffic and to the domains specified above. I would make sure that the firewall is correct.
If that does not work it could be a proxy or SSL configuration issue.
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