Hi @Jon ,
Unfortunately it's "not that simple", and this will require a bit of troubleshooting to figure out what the issue is, precisely. There are a lot of areas where this could occur, and we can't add a generalized "job killer" until we understand what the issue is.
You'll have to dig in behind the scenes (Admin > Executions) and identify exactly where things are freezing. The last log message will indicate that. Try to find as many examples as possible.
Keep in mind that Otter is not not really "connected" to a server, and a server does not (and cannot) "call home". Instead, Operations (i.e. OtterScript) opens a connection to a server, sends a command, then disconnects. All network errors we've ever seen in this process will yield a crash.
However, unless explicitly specified, a command will not timeout. So this means if you run a PowerShell script that basically just says "sleep indefinitely", then the Execution will never complete. Obviously no one would write that script, but some PowerShell scripts have a consequence of that. No built in Operation should ever cause that to happen, which is why we need to know precisely where this is happening.
Best,
Alana