Support for Let's Encrypt automatically generated and renewed SSL certificates
It would be nice if GitLab installations came with Let's Encrypt SSL support by default.
While it isn't exactly a core concern of GitLab I think a lot of people use the omnibus package to set up GitLab on a single host and configure SSL manually afterwards.
A rough idea is that the certificate gets created during the Chef run and that a cron job is provided which renews the certificate if needed.
This Digital Ocean tutorial might provide an example of how it could be implemented with nginx.
I'm currently looking into automating some SSL stuff at work. I might look into this if I find some time and if there is any interest in it. :)