Can send individual email but can not send to group

I am setting up a new pop account using gmail on the mail program. I am able to send email to an individual or reply to an individual but I am unable to send an email to a group. I get the message that I was unable to send using my smtp.
When I use the connection doctor it says the outgoing server is connecting/working.
Any ideas or solutions?

I figured it out: gmail has a maximum number of people in a group it will send from a pop. the max is 100. if you send from their server it is 500.

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