HiI have not installed stunnel on a legacy device yet.However, first setup gmail and see if it works.Then install stunnel and use gmail recommended port to configure your email.From what i setup to get gmail working, I am sure it used a different port order than 25, so you might want to contact Google.Sent from my Verizon, Samsung Galaxy smartphone -------- Original message --------From: lrogersjunk@gmail.com Date: 10/17/20 09:20 (GMT-06:00) To: stunnel-users@stunnel.org Subject: [stunnel-users] Can't Connect To Gmail Hello all - I have tried to set up stunnel to send emails through gmail from a legacy device that can only send to port 25. But I'm having no success. My config file seems correct, as it matches config files posted by others who appear able to send through gmail. This is what it looks like:output = stunnel-log.txtdebug = 7Taskbar = yes[gmail-imap]client = yesaccept = 143connect = imap.gmail.com:993verifyChain = yesCAfile = ca-certs.pemcheckHost = imap.gmail.comOCSPaia = yes[gmail-smtp]client = yesaccept = 25connect = smtp.gmail.com:465verifyChain = yesCAfile = ca-certs.pemcheckHost = smtp.gmail.comOCSPaia = yesI originally thought the problem was gmail's recent new security features, requiring app-passwords for apps that do not support gmail's latest security features. So I set up an app-password for use by stunnel but that didn't work, either. So I then turned on "allow less secure apps" in gmail and used the account's original password (not the app-password). But even that doesn't work. So I'm at a total loss and can't think of anything else to do. Can anyone assist? Many thanks._______________________________________________stunnel-users mailing list -- stunnel-users@stunnel.orgTo unsubscribe send an email to stunnel-users-leave@stunnel.org