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...SMTP authentication with LOGIN, PLAIN, CRAM-MD5, and XOAUTH2 mechanisms over SMTPS and SMTP+STARTTLS transports. Validates email addresses automatically. Many PHP developers need to send email from their code. The only PHP function that supports this directly is mail(). However, it does not provide any assistance for making use of popular features such as encryption, authentication, HTML messages, and attachments. Formatting email correctly is surprisingly difficult. There are myriad overlapping (and conflicting) standards, requiring tight adherence to horribly complicated formatting and encoding rules – the vast majority of code that you'll find online that uses the mail() function directly is just plain wrong, if not unsafe!

Mail Alert Simple Mailer is a simple command-line utility designed for IT administrators for sending e-mail from Microsoft Windows OS. It can be executed from command line, Windows batch file or PowerShell scripts. My main reason for writing this software was to handle events generated by Dell OpenManage Server Administrator (OMSA), APC PowerChute and Windows Events to send hardware status and alerts like temperature alerts, UPS battery status, powerline status and RAID controller alerts...

Use SMTP mail server to send email via command line. Includes HTML or text file and attachments. Has option to send .MHT file. Optional list of email addresses from a tab delimited file. Source code creates its own class using low level RFC 821. SSL supported with options for port, username, password