I figure I can either use one mail() command with a large Bcc list or have a loop that sends many individual emails.
I was just going to use Bcc since that is easiest to program and seemed easiest for the server to handle, but then I have to choose some address for the To field. I can just send mail to the websites own address but it would look more sensible to recipients if it was addressed to them. Also, it would be nice to customize each message by saying "Hello [firstname]" at the beginning.
I'm just concerned that sending to too many people will take too long. The maximum number of recipients will be 2000. Users on the website choose a list of people to send to, type a message, and press Send. Would they be waiting forever if it was sending to 2000 people? Would the server choke?
Also what considerations are there regarding mail servers thinking of this as spam?
EDIT: Apparently my client has an SMTP server he says can throttle the outgoing emails. Still not sure though if the PHP would be slow when sending to 1000+ people...