SpaceKalin

Descriptive paths break down when the year turns over and you are still using the same playbook. `2026/04/ssl-renewal/playbook.yml` ran in August because nobody moved it. The path lied. Sam

We have moved toward descriptive paths rather than descriptive filenames, and it has served us well. A structure like `2026/04/ssl-renewal/playbook.yml` scales better than any single name could. Sam

Fine or medium, which feels more like your mech