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"old school" works well for us, like id10t describes. We have our contact database in Oracle (extensively categorized/tagged) and use very simple SQL and shell scripts to query it and pump out html emails - essentially just web pages you can built in Frontpage or Word or whatever - using blat (a Windows command-line mailer utility).
Be sure you include appropriate mechanisms to unsubscribe or submit contact info/preference changes, and also it is best to have a dedicated 'generic' mailbox to send these things from and to get the bounces and replies, i.e. don't use your own personal email address.
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Chris C.
1973 914 "R" (914-6) | track toy since 2003
2009 911 Turbo 6-speed (997.1TT) | weekend weapon
1964 356C Coupe | family heirloom
2021 Tesla Model 3 Performance | daily driver
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