I'm sure that using php or cgi you could manipulate the squid usernames file as outlined here. You could even setup php to create the password using htpasswd then you'd just have to pipe it to your passwd file. Of course that would be dependent on the successful integration of your payment gateway's API so that it redirects after a successful payment to the page that adds the info to your squid passwd file. THEN you'd have to protect your page so that people couldnt just type in the url http://www.yourdomain.com/api?=succe...&passwd=hacked!
Is there anyway of selling SOCKS 5 and having them automated setup somehow?
IP = Server IP
User = User they enter
Password = Password they enter
I was thinking of this a few days ago. This would be a good business. Lots of people know nothing about SSH let how to tunnel traffic. If charged around $5 you would have a dent business. A majority of your customer will properly be bittorrent pirates. So look for a server offshore.