What you can do from a *Nix machine is run the wget command (if installed) and if this runs OK, Skybot is still up and if the command fails, Skybot is down. (the server itself can be on Windows)
simple command is wget http(s)://server:port (so for us https://skybot2:8443)
What this command does is try and download the header info from the webpage, so if it can do that, skybot is running (scheduler could be stopped, but Skybot is up) and if this fails, then skybot is down.
Customer could schedule a job to run this as many times during the day (maybe every 30 minutes) using a built in Scheduler (because if it's setup in Skybot, it wont run to check or email).