I've just realized something. I have my CRM software that keeps all emails in its database and then I put them all into my constant contact email database. As I email people and get some unsubscribers, they may get put back on the list next year when I sync the database again.. Issues with that? I guess some may not care for it, but at least they won't be getting the monthly emails and only have to unsubscribe once a year. Biggest concern is just not creating a negative moment of truth.