The default Emacs install seems to have trouble with SSL. By default, Spacemacs (built on top of Emacs) uses SSL, so you might see this error:
Warning (initialization): An error occurred while loading `c:/Users/Jason/AppData/Roaming/.emacs.d/init.el': error: Could not create connection to melpa.org:443
If you've just installed Spacemacs, and do not have a .spacemacs file in your home directory, then you can start Spacemacs (Emacs) with the --insecure option from a command prompt:
If you do have a .spacemacs file in your home directory, then you can modify it, setting dotspacemacs-elpa-https to nil:
It is ideal to use HTTPS, but Emacs doesn't seem to do this by default on Windows. I've read that there are binaries you can download to support HTTPS, but have not done this yet.