Agent skill · product strategy · deanpeters
director-readiness-advisor
Guide the PM-to-Director transition across preparing, interviewing, landing, and recalibrating. Use when leadership scope is changing and you need practical coaching.
Why this skill is useful
Provides targeted coaching frameworks and adaptive questioning techniques specific to the PM-to-Director transition that the AI wouldn't generate on its own.
What it needs
About 12k tokens when loaded. Last updated 2026-07-17. 6,302 stars on the source repository.
What this skill does
Purpose Guide PMs and Directors through the specific challenges of the PM-to-Director transition using adaptive questions and targeted coaching. Diagnoses where you are in the journey and delivers practical, war-story-backed guidance calibrated to your situation — not generic leadership advice. This is not a readiness checklist. It's a coaching conversation that names what's actually hard, why it's hard, and what to do about it. Input Works best with: Where you are in the PM-to-Director journey: preparing for the jump, interviewing, newly landed, or recalibrating after a rough start. Also useful: Your org context (team size, who you'd report to) and the specific friction you're feeling. Anything supplied with the invocation itself — text after the skill name, a pasted context dump, or an appended ARGUMENTS: line — counts as answers already given. Use it and skip whatever it covers; don't re-ask. Arriving empty-handed? That works too. The advisor opens by asking which of the four situations describes you, then branches. Example invocation: I'm 60 days into a Director role and my old peers now report to me — it's awkward and I'm still doing PM work. Coach me. Key Concepts The Four Transition Situations The PM → Director transition looks different depending on where you are: 1. Preparing to make the leap — Still a PM, actively developing toward the role 2. Interviewing for Director roles — In an active internal or external search 3. Newly landed — Recently promoted or hired as Director (first 6 months) 4. Recalibrating — Been a Director for a while; something isn't working Each situation has distinct coaching priorities. The biggest mistake is applying "newly landed" advice to someone who's been in the role for two years, or "preparing" advice to someone mid-interview process. The Underlying Model This skill draws directly on the Altitude & Horizon Framework — see skills/altitude-horizon-framework/SKILL.md for the full mental model. …
How to use it
Reference it in AdaL, Claude Code, Cursor or any coding agent — nothing to install:
@skills deanpeters/director-readiness-advisor