> Nonetheless, the only thing I could think of after reading your example is just how many subtle bugs and inconsistent behaviors this engine will have with various edgecases, so I'm still pretty convinced I'd rather implement it with less abstraction/indirection.

This example clarifies the intent behind DDD: make the implicit explicit and make sure there is awareness about all the edge cases.

It might be as simple as contacting a user in case you have an uncovered edge case, but at least you'd be aware that your system is unable to handle edge case X. (In non-DDD scenarios this would just be a bug that emerges - implicit behavior.)