Simon 5 is coming soon!
Simon version 5 is currently in beta testing. It is a massive update, introducing a much-requested feature: syncing the Simon data between multiple Macs, plus a Simon Status service, a Link Checker filter, improved Find filter, iMessage and Speak Error notifiers, a new app icon, and much more.
Important: please note that Simon 5 requires a minimum of macOS 10.12 (Sierra), and will be a paid upgrade from Simon 4 after the beta. Purchasers since September 1, 2020 automatically get a version 5 license (that also works in previous versions).
Re: Hanging Ping Tests
Someone else reported something similar with Ping tests. There may be an issue with it.
Are there any missing status icons or other weirdness? Have a look in the Console log; are there any Simon entries there? (Use /Applications/Utilities/Console and type "Simon" in the Filter field.)
Can you please email me a screenshot of the tests in the hung state if it happens again (or still is).
Unfortunately I restarted
Unfortunately I restarted Simon and the display reset and the check count actually updated to indicate about 2000 checks instead of a 60 count when it was hung, which probably means it was still checking, just the stats/display were stuck. If it happens again I will email a screenshot.
Re: Unfortunately I restarted
Well, that's a helpful clue, at least. And reassuring that it's a display problem rather than a functional problem.