SSL Cert update for Octopus Deploy web portal

I am attempting to update the certificate for our Octopus Deploy web portal. I was on the octopus server, ran the Deploy Manager. then ran the change bindings wizard. T select the new certificate for our https://:443 site. I complete the wizard. however, the new cert does not take. These are the same steps documented on the octopus website. Any suggestions on what I am doing wrong.