Here is another / related tip. In the post linked to in previous post, Statuscake is mentioned as a service to monitor Aware IM and that solution works but I have found another, better solution. The solution is to use Uptimerobot (uptimerobot.com) instead and Uptimerobot supports additional monitor types (see below) interesting / relevant in our scenario. I have setup 2 different monitors, 1 for the server via a pink and 1 for the Aware IM login page for Aware IM (if Aware IM is down, the login page cannot be accessed).
Here are short details about monitor types:
http(s): that's perfect for website monitoring. The service regularly sends requests (which are the same as if a visitor is browsing your website) to the URL and decides if it is up or down depending on the HTTP statuses returned from the website (200-success, 404-not found, etc.)
ping: this is good for monitoring a server. Ping (ICMP) requests are sent and up/down status is decided according to the "if responses are received or not". Ping is not a good fit for monitoring websites as a website (its IP) can respond to ping requests while it is down (which means that the site is down but the server hosting the site is up)
keyword: checks if a keyword exists or not exists in a web page
port: good for monitoring services like smtp, dns, pop as all these services run from a specific port and Uptime Robot decides their statuses if they respond to the requests or not.