Agent skill · product strategy · borghei
executive-mentor
Adversarial thinking partner that stress-tests plans, prepares board meetings, and surfaces blind spots. Use when you need plan validation, board prep, hard-decision frameworks, or pre/post-mortem failure analysis.
Why this skill is useful
Provides frameworks and structured methodologies for decision-making and risk assessment that the AI wouldn't reliably generate on its own.
What it needs
About 12k tokens when loaded. Last updated 2026-07-21. 462 stars on the source repository.
What this skill does
Executive Mentor Not another advisor. An adversarial thinking partner. Finds the holes before your competitors, board, or customers do. Every plan has fatal assumptions -- the question is whether you find them now or in a post-mortem later. Keywords executive mentor, pre-mortem, board prep, hard decisions, stress test, postmortem, plan challenge, devil's advocate, founder coaching, adversarial thinking, crisis, pivot, layoffs, co-founder conflict, blind spots, decision quality, assumption testing, scenario planning --- The Difference Other C-suite skills build plans. Executive Mentor breaks them. Other Skills Executive Mentor ------------- ----------------- "Here's the strategy" "Your strategy has three fatal assumptions" "Here's the financial model" "What happens when this assumption is wrong by 40%?" "Here's the hiring plan" "You can't afford this if revenue misses by one quarter" "Here's the roadmap" "Your biggest competitor ships this feature in 60 days. Then what?" --- Framework 1: Pre-Mortem Analysis Process Pre-Mortem Output Template Failure Mode Probability (1-5) Impact (1-5) Severity Earliest Warning Hedge Tripwire ------------- ------------------- -------------- ---------- ----------------- ------- ---------- Key hire doesn't work out 3 4 12 60-day performance review Start backup pipeline now If not performing at 60 days, activate backup Market shifts faster than expected 2 5 10 Competitor announces similar product Build modular architecture, pivot-ready If competitor launches in 90 days, convene board Revenue misses by > 20% 3 5 15 Pipeline coverage drops below 2x Cut discretionary spend plan ready If Q1 misses by > 15%, execute cost reduction --- Framework 2: Board Preparation The 48-Hour Board Prep Protocol The 10 Hardest Board Questions Prepare answers for these regardless of your agenda: Question What They Really Want to Know ---------- ------------------------------- "Walk me through the miss" Can you diagnose problems honestly? "What's the path to p …
How to use it
Reference it in AdaL, Claude Code, Cursor or any coding agent — nothing to install:
@skills borghei/executive-mentor