Planning the Planning: The Agentic Software Development Paradox

Tue, 21 Oct 2025 10:00:00 -0500

You know what’s wild about working with AI agents to build software? The planning. Oh boy, the planning.

Not just a plan - that would be too simple. No, no. We’re talking about:

Creating a planning document
Planning the planning (because that first plan will encounter the enemy)
Planning the planning of the planning (we need to go deeper)
Having an agent review the plan to identify any planning not planned in the plan
Having another agent revise the plan after being told to plan the planning based on the planning and the current implementation

It’s like Inception, but instead of dreams within dreams, it’s plans within plans within plans. Plan-ception, if you will.

Software Planning on Coderrob