You might be interested in my post on page two of that thread if you're looking for more detailed instructions on setting up stunnel for direct mailing to servers which require SSL encryption.

Originally Posted By: Earlier thread on Gmail

1. Ensure the service is properly defined in stunnel's configuration file. There are examples and premade services for gmail in the default config file. It should be something like:
[whateverservicenameyouwant]
client = yes
accept = (the local IP address of the PC the stunnel service is running on):(the port Adagio is set to send mail through)
connect = (the address or name of the smtp server):(the port it is expecting to send mail through)

2. Change the outgoing server in Adagio's email setup to be the local IP of the machine running the stunnel service and ensure the other adagio configuration options are correct.

3. You may have to experiment a little with some of the extra security options as they are provided in the sample stunnel configuration file, depending on what the mail server you are sending through is 'expecting'.

I've never set up stunnel for gmail specifically so I can't offer any more detailed advice, but that should get you started.

Alternatively, Google does keep a server open for devices/programs that don't support ssl and you can find more information about that here.
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Warren
Stief Group