A few possibilities to check:
Sending emails from a server can really be a pain in the bud sometimes, so make sure to set aside ample time to resolve this issue correctly. :D
-- - Your domain's A records, MX records, SPF records (must be in order)
- Check if the target server bounces an admin notice back to the From: email
- Your server's mailer software setup
- Html emails WITH text versions usually have better reception
- Check to see if you are blacklisted on any spam directories.
- Send it to yourself and paste the headers here.
Sending emails from a server can really be a pain in the bud sometimes, so make sure to set aside ample time to resolve this issue correctly. :D
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