Ask Al: Delivering a Monthly Newsletter to 350 People?

Lynn asks, "Al, I'm hoping you can help me out. I belong to a group that has a mailing list of 350 people. Every month the group sends them a PDF, and there are always problems. Some people can't open the PDF attachment. Some people get the mail in their spam folder. Some people (usually Hotmail users) don't get the email at all. What's the right way to get this mail delivered to the inbox?"

Lynn, thanks! Great question. Here are some general suggestions, things I would do if I were in your shoes.