In Observing List > List Settings > Sort By can you add a choice "Original Order" to sort a list in its original order. I have lists that are ordered for special purposes, e.g., Messier Marathon List optimized for a latitude. If I happen to sort the list another way, I can't get the list back to original order without a tedious edit of the skylist file. I realize it's probably a non-trivial request but since you're thinking about Observing List features...
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Luca Vanzella