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: Bug in Success?
Yes, I can see how that issue would arise. I think I just look for that description when figuring out whether or not to allow deletion, but as you say, it should be smarter than that.
Thanks for the bug report; I'll fix that for the next release.
Re: Bug in Success?
I just fixed this issue for version 2.4b1, due out soon.