configuring cygwin sshd #open bash box ssh-host-config chose no for privilege seperations choose cyg_server as new user use same password as administrator #I like to edit /etc/sshd_config, and change port 22 to port 443 cygrunsrv --start sshd #this should show ssh running ps -Wef | grep ssh #this should allow you to login as yourself ssh Administrator@127.0.0.1 #on windows server gui click Start, click Control Panel, click Security, and then click Windows Firewall, click advanced settings Right click on inbound rules, select new rule, Port, TCP, 443 (or 22), Allow the connection, Domain Private and Public. Give it a proper name and description. # goto AWS Management Console left hand side Security security groups click the group from before, quick-start 1, in this case inbound tab add new rule port 443 (or 22) 0.0.0.0/0 add rule apply