Ssh – Bootstrapping servers with chef, and changing the SSH Port

Windows Firewall on 2008 has three different profiles: private, public, and domain. Not sure if your server's on a domain, but I'd add an exception -- if you haven't already done so -- to the private, domain and public profiles in the firewall.

I have a similar workflow but use gitosis to manage the repo on my VPS.

I use the msysgit bash with the windows path and plink as you suggest above but in addition I use pagent to manage the SSH key.

To access my repos this is the order I take,

• Open Pagent and access my key (you only enter the passphrase here once if you have one and even if you do it remembers it for the whole session).
• Then open Git bash and add/commit/push/pull/clone as normal.

One caveat I will note is that I had to convert the key I created with the Git bash using Putty Gen (available on the same link above) so that Pagent could use it.