Mac will not login after switching to HTTPS

So after I got Duckdns with lets encrypt working I now have some login issue on my Mac. My Android phone logs in fine to the new address
My work computer I had to do a host file entry as my work security is blocking Duckdns. So I just created a host file for (x.x.x.x Homeassistant.local) all good now

But on my mac chrome, Firefox and safari all dont work Chrome and firefox show the blue bar at the top of the browser window as well as the the icon on the tab while using my new HTTPS address but that is it I never see the login screen.

I have cleared my cache and all that jazz, Might be my mac is a bit old still running snow leopard. Anyone have any thoughts?

Looks like it was an OS issue. Upgrade to El capitan, I can now get in but the site doesn’t load 100% but still good enough to work with.