wrongecho - I was able to resolve this issue. I was working on putting a internal DNS Server in-front of this server yesterday, and was able to set the ITFLOW instance to that new internal DNS Server. Come to find out since I made that change everything works as intended.
What I had found was, if I had set my DNS on the instance to point to Cisco Umbrella DNS Servers (208.67.222.222, 208.67.220.220) I'd not be able to get certificate information. The moment I pointed it to my Internal DNS server or another different Public DNS Server I was able to get Certificate Information. Before my change yesterday I was using these public DNS Servers as the DNS Servers for the instance.
Not particularly sure why this is as my upstream DNS on my internal DNS Server points to those servers, but something I figured I'd note and see if anyone else experience's the same issue.