Fixing CPSERVD errors - Help!

I hope this is the right forum, and I know you awesome people can help!

I am getting some whack errors on our server. I will try to explain visually with screenshots!

First off, I am usually greeted with the following blocks of messages in my inbox (happens once or twice a day at least):



When I open one of those files, I see the following error message:



So I first went to check the chkservd.log file, and here is what it says around the time of the failure:



I also went to the tailwatchd log file, and this is what it says in that log:



Since I am really still learning this whole server management, can you offer me anything to do in order to correct this problem? I have access to both WHM and root command line access (through Putty).