Secure File Transfer for Windows with Cerberus by Redwood
Protect and share files over FTP/S, SFTP, HTTPS and SCP with the #1 rated Windows file transfer server.
Cerberus supports unlimited users and connections on a single IP, with built-in encryption, 2FA, and a browser-based web client — all deployable in under 15 minutes with a 25-day free trial.
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...It can be used with any other software where you can configure external application to be executed when specific event occurs.
Mail Alert Simple Mailer supports SSL and STARTTLS protocols, so it is compatible with many free e-mail providers like GMail, Hotmail, etc. Unlike other simple command line tools it supports ISO-8859-1, ISO-8859-2 and UTF-8 code pages for national characters. Mail Alert Simple Mailer encrypts SMTP password in configuration file.