Now that I have Vista SP1 on my primary machine, I wanted to set up my Windows Server 2008 box to act as an SSTP VPN endpoint. SSTP essentially tunnels a PPP VPN over HTTPS. What's great about this is that port 443 is almost always open, increasing the odds that I can connect to home from anywhere. I actually bought an SSL certificate (see?) from GoDaddy (it was $15/year). I had a couple issues installing the certificate and making the VPN work. First, I had to install the certificate on the command line, as the UI was giving me an error (ASN1 bad tag value met). Second, I had to remap the certificate to port bindings. I believe that my setup was incorrect because it had only ever been bound through the IIS UI. Again, using the command line fixed it.
Detailed post of how SSTP works.
More blog entries on SSTP.
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