Shoring Up Email Delivery

My outgoing emails continue to trigger mail server spam flags, despite being entirely legitimate, and even in correspondence with familiar addresses. I utilize four email addresses, which use two different domain extensions. The problem is recurring on all of them. My domain registry is Godaddy and the email is hosted by Rackspace. I'm not sure if I just need to setup something like KIM signatures and SPF records, if there is some nefarious actor/malware at play here, or am in need of some other unknown solution. I'm looking for someone to identify and implement the solution so my emails are delivered reliably. Thank you.