Squadmailer200exe -

Technically, it may try to, but Gmail’s anti-spam filters (Postmaster Tools) will almost certainly block or rate-limit the sending IP after a few dozen messages.

You want the bulk email capability without the security nightmares. Here are modern equivalents: squadmailer200exe

Tools to vary email subject lines and body text, helping the messages bypass standard spam filters. Technically, it may try to, but Gmail’s anti-spam

PLEASE RECRUIT SQUAD.