1. How are you sending? How much?
2. Do you have rDNS set up properly? Have you check it? What does it say?
3. Are DKIM/SFTP working properly?
4. Are you sharing an ip with other people (i.e. shared hosting) or dedicated server/ip?
5. Are you sending through a mail client, SMTP, portal, UI or what?
6. Is everything going junk box (aol, gmail, yahoo) or just one cables provider like comcast, charter, tw, etc?
7. What is the error message, if any?
8. What kind of mail are you trying to send? Just text correspondence, or creatives/commercial/newsletter?
9. What is the domain? How old? Have you sent mail from it before?
As you can see, it could be any number of factors and those are just the easy ones.
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Should You Email Your Members?
Link1 | Link2 | Link3
Enough Said. 
"Would you rather live like a king for a year or like a prince forever?"
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