Thanks, I'll keep that as a note, I got one of our CF  admins to help out and we ended up figuring out the issue with tcpdump(not inside the droplet). It looked to be that our Firewall was dropping a DNS request packet, due to a possible bug in the cflinuxfs2 stack. We are upgrading to cflinuxfs3 shortly, as well as moving to a DNS that isn't outside our firewall. So we think both will fix the problem.