Mail - how to send to large number of recipients?

How can I send an email to a large number of recipients that I hold addresses for in a document without a) adding them to my contacts, and b) so that they can't all see each others addresses?

I thought about using BCC, but it seems a little messy although it would do the job.
Messy how?  That's exactly what it's for.  In fact, there's no other way to hide addresses from other recipients of the message.  The only other way to do it would be to script automated sending of one message per address, and that would get quite messy!
What is the maximum number of recipients that Mail can handle?
There's no limit enforced by Mail, AFAIK.  The limits come from the SMTP server you're using.
One of the issues I had when using Outlook on Windows for this by copying and pasting from a text document, was that if there was an invalid/non-existent address in the list, it would just return an error and I was never quite sure if the whole thing didn't send, or if it was just to the dodgy address(es).
In Mail, you'll just get a bounce message for any addresses that don't exist.  The one exception to that is addresses on the same server that you're sending from...  often, the server will simply reject the attempt to send to an address that it knows doesn't exist.  I'm not sure what kind of message the server returns in that case, though, and suspect it depends on the server.  It's been a while since I've seen such a problem.

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