Use this skill when a user has an approved goal, plan (e.g. output from cto-product-review), or feature request and needs a CTO-level execution roadmap — phased milestones, dependency-ordered tasks, staffing by phase, and go/no-go checkpoints. Triggers on "plan the build", "what's the roadmap", "break this into sprints", "sequence this work", "how should we build this in order". Use this to sequence an already-approved build; to decide whether to build it at all use cto-product-review.
