I get what you mean about having to maintain some features when Apple makes changes. That’s why my app tier suggestions refer to being good until next major release. If Apple changes the way a device behaves enough with an update/upgrade that Clear breaks and also requires a major update to work with it, then the Clear user pays for the new version. If they don’t upgrade their Apple systems and everything still works, then it’s all good. The potential source of angry users here is them not knowing beforehand that updating the Apple stuff will break things. I don’t have an immediate solution for that.
As for an elegant way to implement recurring lists, I still think my idea in that other thread is a good one, or at least a decent place to start:
I would add to this that, when entered, “@permaitems” could self sort to the top of the main list, the first Heading: -styled item they encounter, or the bottom of already existing recurring items, whichever they meet first on the way up. Maybe that would be a setting.