email-individuals-with-attachment.scpt

set theRecipients to {{name:"Cat Chen", email:"catchen@catchen.me"}, {name:"Roli Chen", email:"roli@chen.cat"}, {name:"Elle Chen", email:"elle@chen.cat"}}
set theAttachment to (choose file with prompt "Select file for attachment...")
tell application "Mail"
	repeat with theRecipient in theRecipients
		set theMessage to make new outgoing message with properties {visible:true, subject:"Email with File Attachment", content:"Hi " & name of theRecipient & "," & linefeed & linefeed & "Check out the attachment in this email!" & linefeed & linefeed}
		tell theMessage
			make new to recipient at end of to recipients with properties {name:name of theRecipient, address:email of theRecipient}
			make new attachment at end of last character of content with properties ¬
				{file name:theAttachment}
		end tell
		delay 1
		send theMessage
	end repeat
end tell