Here are some things to try:
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Make sure that you have entered the email addresses correctly.
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Try sending the message using e3 Delivery Service or via your ISP's SMTP server. Messages sent via these delivery methods have a greater chance of making it past junk mail filters.
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Use the Check Junk Mail Score feature to find ways you can reduce the chance of your message being marked as junk.
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Some mail servers reject messages that are too large. Typical limits are around 10 MB. The size of your message is displayed at the bottom of the Message window.