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executive-mentor

Adversarial thinking partner for founders and executives. Stress-tests plans, prepares for brutal board meetings, dissects decisions with no good options, and forces honest post-mortems. Use when you need someone to find the holes before the board does, make a decision you've been avoiding, or understand what actually went wrong.

60

Quality

76%

Does it follow best practices?

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SecuritybySnyk

Passed

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Fix and improve this skill with Tessl

tessl review fix ./c-level-advisor/executive-mentor/skills/executive-mentor/SKILL.md
SKILL.md
Quality
Evals
Security

Quality

Content

57%Weight 40%Scale 1-5

Reviews the quality of instructions and guidance provided to agents. Good implementation is clear, handles edge cases, and produces reliable results.

The body has a distinctive voice and a concrete, well-structured command surface, but token budget is spent on persona padding, workflows are described as fragments rather than sequenced steps, and several referenced files are missing from the bundle. Tightening the marketing prose and fixing the dangling references would lift it substantially.

Suggestions

Delete the Keywords section — trigger matching is the description's job; a keyword list in the body burns tokens without adding executable guidance.

Give each command an explicit ordered workflow with checkpoints instead of fragment descriptions (e.g., /em:postmortem: 1. timeline of failure, 2. 5 Whys, 3. separate contributing factors from root cause, 4. assign owner + verification date per change).

Resolve the dangling references: either include agents/devils-advocate.md and the five ../<skill>/SKILL.md targets in the bundle, or remove/inline that guidance so every referenced path resolves.

DimensionReasoningScore

Conciseness

The core sections (Commands, Commands in Detail, Reasoning Technique) are lean, but several sections are padding that adds no executable guidance: the Keywords list (trigger terms belong in the description), 'The Difference', 'What This Isn't', 'This isn't therapy. It's preparation.', and the Andy Grove/Ben Horowitz anecdote.

3 / 5

Actionability

Guidance is mostly executable: a command table with five concrete slash commands, a Quick Start with runnable 'python scripts/decision_matrix_scorer.py' invocations, and named frameworks per command (reversibility test, 10/10/10, 5 Whys). Minor gaps: no worked example of what command output (e.g., a severity-rated vulnerability list) should look like.

4 / 5

Workflow Clarity

Each command is described in 2-4 sentence fragments ('5 Whys without softening, contributing factors vs root cause, owners per change, verification dates') rather than an explicit sequenced workflow, and validation is limited to the single Internal Quality Loop in the Communication section. The sequence is present but checkpoints are implicit.

3 / 5

Progressive Disclosure

The three references/ and two scripts/ files are real, well-signaled, and one level deep, but the body also references 'agents/devils-advocate.md' which does not exist in the bundle, plus five unverifiable cross-skill paths ('../challenge/SKILL.md', '../board-prep/SKILL.md', etc.) and 'c-level-advisor/skills/agent-protocol/SKILL.md' — over half the referenced paths dangle.

3 / 5

Total

13

/

20

Passed

Description

83%Weight 40%Scale 1-5

Based on the skill's description, can an agent find and select it at the right time? Clear, specific descriptions lead to better discovery.

A strong description: concrete action verbs cover all five of the skill's commands, and an explicit 'Use when' clause gives three natural trigger scenarios. The only deductions are second-person phrasing in the trigger clause and a few missing synonym trigger terms.

DimensionReasoningScore

Specificity

The description lists four concrete, comprehensive actions ('Stress-tests plans, prepares for brutal board meetings, dissects decisions with no good options, and forces honest post-mortems'), matching the anchor-5 example; however, the 'Use when you need someone...' clause is second-person voice, which the judging guidelines penalize by reducing specificity by 1.

4 / 5

Completeness

Both questions are explicitly answered: the 'what' ('Adversarial thinking partner... Stress-tests plans, prepares... dissects... forces honest post-mortems') and an explicit 'Use when' clause with three concrete trigger scenarios (find holes before the board, make an avoided decision, understand what went wrong), matching the anchor-5 example.

5 / 5

Trigger Term Quality

Natural phrases like 'board meetings', 'post-mortems', 'stress-tests plans', 'make a decision you've been avoiding', and 'find the holes before the board does' cover what a founder would actually say, but common variations the body itself lists ('pre-mortem', 'devil's advocate', 'layoffs', 'pivot') are missing from the description.

4 / 5

Distinctiveness Conflict Risk

The adversarial thinking-partner niche with board prep, stress-testing, and hard calls is mostly distinct, but 'post-mortems' risks overlapping with engineering incident-analysis skills and general founder-coaching skills could claim similar triggers.

4 / 5

Total

17

/

20

Passed

Validation

100%

Checks the skill against the spec for correct structure and formatting. All validation checks must pass before discovery and implementation can be scored.

Validation — 16 / 16 Passed

Validation for skill structure

No warnings or errors.

Repository

alirezarezvani/claude-skills

Path

c-level-advisor/executive-mentor/skills/executive-mentor/SKILL.md

Reviewed

Table of Contents

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