Thanks, I figured out the problem I was having. The issue was that what I thought was the stunnel service was not the stunnel service. I was expecting the stunnel installer to create the service, so I thought the Socket Tunneling Service was the one to start. I had to run "stunnel -install" to create the stunnel service and now it runs like it should. On Mon, Feb 22, 2021, 8:34 PM Thomas Eifert <kxkvi@outlook.com> wrote:

Frank,

What happens if you reload the configuration file? There's a start menu shortcut for that.

Thomas

On 2/22/2021 1:05 PM, Frank Warnke wrote:

...

Hi,

I have noticed that when I install stunnel (stunnel-5.57-win64-installer.exe or today stunnel-5.58-win64-installer.exe) that running "netstat -ano" comes back with;

TCP 127.0.0.1:25 0.0.0.0:0 LISTENING 2700

and the application we are using can send email via Gmail SMTP using the default stunnel.config.

When I log out the user and go back in, the application can no longer send email via Gmail SMTP and "netstat -ano" no longer sees anything listening on port 25. I have verified that the stunnel service is running and have even stopped and started the stunnel service, but I am not able to get port 25 to be listened to unless I uninstall and install stunnel over again.

It seems like something is setup or started during the stunnel install process that stops or gets killed after a user log outs. Any suggestions would be appreciated.

Thanks,

Frank

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