On 03/05/2013 09:47 PM, Michael E. Maher wrote:
Sounds like your best bet is to use stunnel. I don't have a reference for sendmail but you could probably adapt the one for postfix[0] pretty trivially. Debian also has a pretty nice write up[1] on this.
There is one other possibility, but it's not quite free. I use Verizon DSL, but I also have my own domain, and I'm able to send all of my outgoing mail through my hosting company's SMTP server using Port 587.
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