This is the same "tension" I keep seeing in my day job. Some people approach LLMs like they're writing code. They give a long list of detailed instructions for specific scenarios. When I use LLMs I leave things as open as possible. I just give them the information they need and my ask.

As you say frontier models are very good at figuring things out. Being too prescriptive is counterproductive, it over-constrains the model, it fills the context with conflicting instructions, it reduces the ability of the agent to respond to novel situations (and really in real life most situations are going to be novel). If you want to follow a process or a checklist you probably shouldn't use an LLM, or you should use it for some sub-tasks in the checklist/process but something more deterministic to work through the list.

That works for well trod paths, e.g “fix ci” works exceedingly well. “why app slow” obviously doesn’t work because the task is underspecified. But in order to properly specify you either need an experienced engineer who knows how to narrow the problem domain, or you have to provide some template instructions/output formats (e.g, skills) which will invariably never fit the problem perfectly