The title immediately brings to mind the Osterhout classic, "Always Measure One Level Deeper", [1], and I imagine was probably inspired by it. Also worth revisiting.
[1]: https://cacm.acm.org/research/always-measure-one-level-deepe...
[1]: https://cacm.acm.org/research/always-measure-one-level-deepe...
https://news.ycombinator.com/item?id=27686818
for more in this vein.