Executive Mentor
borghei/Claude-Skills
Adversarial thinking partner that stress-tests plans, prepares board meetings, and surfaces blind spots.
Adversarial thinking partner for founders and executives. An agent skill from alirezarezvani/claude-skills.
Install Executive Mentor
$ npx skills add alirezarezvani/claude-skills --skill executive-mentor -a claude-codeProject install by default; add -g for ~/.claude/skills/.
$ gh skill install alirezarezvani/claude-skills executive-mentor --agent claude-codeProject scope by default; add --scope user for a personal install. Needs GitHub CLI 2.90.0 or later (public preview).
$ git clone --depth 1 https://github.com/alirezarezvani/claude-skills.git skills-src && mkdir -p .claude/skills && cp -r skills-src/c-level-advisor/executive-mentor/skills/executive-mentor .claude/skills/executive-mentor && rm -rf skills-srcUse ~/.claude/skills/ instead of .claude/skills for a personal install. The folder must contain SKILL.md.
Claude Code skills documentation · loads skills from .claude/skills/
Install the "executive-mentor" agent skill from https://github.com/alirezarezvani/claude-skills/tree/main/c-level-advisor/executive-mentor/skills/executive-mentor into .claude/skills/executive-mentor/ in this project. Copy the whole folder (SKILL.md and every file beside it), keep the folder name "executive-mentor", then confirm the skill loads.Claude Code copies the folder itself, the same result as the manual copy. Check what it changed before you commit it.
$skill-installer install https://github.com/alirezarezvani/claude-skills/tree/main/c-level-advisor/executive-mentor/skills/executive-mentorType this inside Codex. $skill-installer <name> installs a curated skill from openai/skills. The installer writes to $CODEX_HOME/skills (default ~/.codex/skills). Restart Codex if the skill does not show up.
$ npx skills add alirezarezvani/claude-skills --skill executive-mentor -a codexProject install goes to .agents/skills/; add -g for ~/.codex/skills/.
$ gh skill install alirezarezvani/claude-skills executive-mentor --agent codexProject scope by default (.agents/skills/); add --scope user for a personal install.
$ git clone --depth 1 https://github.com/alirezarezvani/claude-skills.git skills-src && mkdir -p .agents/skills && cp -r skills-src/c-level-advisor/executive-mentor/skills/executive-mentor .agents/skills/executive-mentor && rm -rf skills-srcUse ~/.agents/skills/ instead of .agents/skills for a personal install.
Codex skills documentation · loads skills from .agents/skills/
Install the "executive-mentor" agent skill from https://github.com/alirezarezvani/claude-skills/tree/main/c-level-advisor/executive-mentor/skills/executive-mentor into .agents/skills/executive-mentor/ in this project. Copy the whole folder (SKILL.md and every file beside it), keep the folder name "executive-mentor", then confirm the skill loads.Codex copies the folder itself, the same result as the manual copy. Check what it changed before you commit it.
$ npx skills add alirezarezvani/claude-skills --skill executive-mentor -a cursorProject install goes to .agents/skills/; add -g for ~/.cursor/skills/.
$ gh skill install alirezarezvani/claude-skills executive-mentor --agent cursorProject scope by default (.agents/skills/); add --scope user for a personal install.
$ git clone --depth 1 https://github.com/alirezarezvani/claude-skills.git skills-src && mkdir -p .cursor/skills && cp -r skills-src/c-level-advisor/executive-mentor/skills/executive-mentor .cursor/skills/executive-mentor && rm -rf skills-srcUse ~/.cursor/skills/ instead of .cursor/skills for a personal install.
Cursor skills documentation · loads skills from .cursor/skills/, .agents/skills/, .claude/skills/, .codex/skills/
Install the "executive-mentor" agent skill from https://github.com/alirezarezvani/claude-skills/tree/main/c-level-advisor/executive-mentor/skills/executive-mentor into .cursor/skills/executive-mentor/ in this project. Copy the whole folder (SKILL.md and every file beside it), keep the folder name "executive-mentor", then confirm the skill loads.Cursor copies the folder itself, the same result as the manual copy. Check what it changed before you commit it.
$ gemini skills install https://github.com/alirezarezvani/claude-skills.git --path c-level-advisor/executive-mentor/skills/executive-mentor--scope user (default) or --scope workspace; --path is the subfolder of the repo that holds the skill; --consent skips the security confirmation prompt.
$ npx skills add alirezarezvani/claude-skills --skill executive-mentor -a gemini-cliProject install goes to .agents/skills/; add -g for ~/.gemini/skills/.
$ gh skill install alirezarezvani/claude-skills executive-mentor --agent gemini-cliProject scope by default (.agents/skills/); add --scope user for a personal install.
$ git clone --depth 1 https://github.com/alirezarezvani/claude-skills.git skills-src && mkdir -p .gemini/skills && cp -r skills-src/c-level-advisor/executive-mentor/skills/executive-mentor .gemini/skills/executive-mentor && rm -rf skills-srcUse ~/.gemini/skills/ instead of .gemini/skills for a personal install, then run /skills reload.
Gemini CLI skills documentation · loads skills from .gemini/skills/, .agents/skills/
Install the "executive-mentor" agent skill from https://github.com/alirezarezvani/claude-skills/tree/main/c-level-advisor/executive-mentor/skills/executive-mentor into .gemini/skills/executive-mentor/ in this project. Copy the whole folder (SKILL.md and every file beside it), keep the folder name "executive-mentor", then confirm the skill loads.Gemini CLI copies the folder itself, the same result as the manual copy. Check what it changed before you commit it.
$ gh skill install alirezarezvani/claude-skills executive-mentorInstalls for Copilot at project scope by default; add --scope user for a personal install. Preview a skill first with gh skill preview. Needs GitHub CLI 2.90.0 or later (public preview).
$ npx skills add alirezarezvani/claude-skills --skill executive-mentor -a github-copilotProject install goes to .agents/skills/; add -g for ~/.copilot/skills/.
$ git clone --depth 1 https://github.com/alirezarezvani/claude-skills.git skills-src && mkdir -p .github/skills && cp -r skills-src/c-level-advisor/executive-mentor/skills/executive-mentor .github/skills/executive-mentor && rm -rf skills-srcUse ~/.copilot/skills/ instead of .github/skills for a personal install. Commit .github/skills so cloud agent and code review can use it.
GitHub Copilot skills documentation · loads skills from .github/skills/, .claude/skills/, .agents/skills/
Install the "executive-mentor" agent skill from https://github.com/alirezarezvani/claude-skills/tree/main/c-level-advisor/executive-mentor/skills/executive-mentor into .github/skills/executive-mentor/ in this project. Copy the whole folder (SKILL.md and every file beside it), keep the folder name "executive-mentor", then confirm the skill loads.GitHub Copilot copies the folder itself, the same result as the manual copy. Check what it changed before you commit it.
$ npx skills add alirezarezvani/claude-skills --skill executive-mentor -a opencodeOpenCode documents no install command of its own. Project install goes to .agents/skills/; add -g for ~/.config/opencode/skills/.
$ gh skill install alirezarezvani/claude-skills executive-mentor --agent opencodeProject scope by default (.agents/skills/); add --scope user for a personal install.
$ git clone --depth 1 https://github.com/alirezarezvani/claude-skills.git skills-src && mkdir -p .opencode/skills && cp -r skills-src/c-level-advisor/executive-mentor/skills/executive-mentor .opencode/skills/executive-mentor && rm -rf skills-srcUse ~/.config/opencode/skills/ instead of .opencode/skills for a personal install.
OpenCode skills documentation · loads skills from .opencode/skills/, .claude/skills/, .agents/skills/
Install the "executive-mentor" agent skill from https://github.com/alirezarezvani/claude-skills/tree/main/c-level-advisor/executive-mentor/skills/executive-mentor into .opencode/skills/executive-mentor/ in this project. Copy the whole folder (SKILL.md and every file beside it), keep the folder name "executive-mentor", then confirm the skill loads.OpenCode copies the folder itself, the same result as the manual copy. Check what it changed before you commit it.
Facts
- Skill name
executive-mentor- GitHub stars
- 28k
- Used in
- 1 other repo
- Token cost
- ~1.8k tokens
- SKILL.md length
- 807 words
- Files
- 6 (incl. scripts, references)
- Skills in repo
- 342
- Repo updated
- First seen
- Licence
- MIT
At a glance
Adversarial thinking partner for founders and executives. An agent skill from alirezarezvani/claude-skills.
- You need someone to find the holes before the board does
- SKILL.md covers The Difference, Keywords, Commands and Quick Start, plus 10 more sections
- Runs Python scripts from its folder; calls python
- Make a decision youve been avoiding
What it does
Executive Mentor is an agent skill from alirezarezvani/claude-skills. 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.
Its SKILL.md is about 1.8k tokens, which your agent loads only when the skill is triggered. The skill folder holds 7 other files, including scripts and reference files (for example `references/board_dynamics.md`, `references/crisis_playbook.md` and `references/hard_things.md`).
It sits in DevOps & Cloud, covering Load testing and Runbooks and postmortems. The repository describes itself as: 380 Claude Code skills & agent skills & plugins (30+ Agents, 70+ custom commands, 380+ skills, customizable references, scripts)for Claude Code, Codex, Gemini CLI, Cursor, and 8… The licence is MIT.
When your agent uses it
- You need someone to find the holes before the board does
- Make a decision youve been avoiding
- Understand what actually went wrong
Example prompts
- “/executive-mentor”
Requirements
- Python 3
What it can do on your machine
Read from SKILL.md and the folder at commit 19392f7. It shows what the files ask for, not the result of running them.
Tool permissions
Pre-approves nothing: there is no allowed-tools line, so your agent's usual permission prompts apply.
From allowed-tools in the SKILL.md frontmatter.
Runs code
Ships 2 files in scripts/ (Python), which the agent can run.
Shell commands in SKILL.md call:
python
From the folder's file list and the shell code blocks in SKILL.md.
Network
No URLs in SKILL.md.
From URLs in SKILL.md, links to its own repository left out.
Credentials
Names no API keys, tokens, secrets or passwords.
From names ending in _API_KEY, _TOKEN, _SECRET, _KEY or _PASSWORD in SKILL.md.
Context cost
Executive Mentor loads about 1.8k tokens when it runs, and up to ~11k if it reads all its reference files. Until then it costs about 87 tokens; SKILL.md has 807 words of instructions outside code blocks.
Estimates: characters ÷ 4, the usual rule of thumb; real counts depend on the model's tokenizer. Scripts and assets cost tokens only if the agent reads them.
Safety
Auto-check passed
The automated check found no risky patterns in SKILL.md.
Automated static check — not a guarantee. Review scripts before installing. It scans the text of SKILL.md for risky patterns (piping downloads into a shell, reading credential files, hidden Unicode, destructive commands); the scripts in this folder are not scanned.
SKILL.md
The full file from alirezarezvani/claude-skills at commit 19392f7, republished under its MIT licence (© alirezarezvani). 807 words, ~1,788 tokens.
Download SKILL.mdSave it as
.claude/skills/executive-mentor/SKILL.md (or your agent's skills folder). This skill also uses 5 other files; get the full folder from GitHub.- name
- executive-mentor
- description
- 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.
- license
- MIT
- metadata.version
- 1.0.0
- metadata.author
- Alireza Rezvani
- metadata.category
- c-level
- metadata.domain
- executive-leadership
- metadata.updated
- 2026-03-05
- metadata.python-tools
- decision_matrix_scorer.py, stakeholder_mapper.py
- metadata.frameworks
- pre-mortem, board-prep, hard-call, stress-test, postmortem
Executive Mentor
Not another advisor. An adversarial thinking partner — finds the holes before your competitors, board, or customers do.
The Difference
Other C-suite skills give you frameworks. Executive Mentor gives you the questions you don't want to answer.
- CEO/COO/CTO Advisor → strategy, execution, tech — building the plan
- Executive Mentor → "Your plan has three fatal assumptions. Let's find them now."
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
Commands
| Command | What It Does |
|---|---|
/em:challenge <plan> | Find weaknesses before they find you. Pre-mortem + severity ratings. |
/em:board-prep <agenda> | Prepare for hard questions. Build the narrative. Know your numbers cold. |
/em:hard-call <decision> | Framework for decisions with no good options. Layoffs, pivots, firings. |
/em:stress-test <assumption> | Challenge any assumption. Revenue projections, moats, market size. |
/em:postmortem <event> | Honest analysis. 5 Whys done properly. Who owns what change. |
Quick Start
python scripts/decision_matrix_scorer.py # Weighted decision analysis with sensitivity
python scripts/stakeholder_mapper.py # Map influence vs alignment, find blockersVoice
Direct. Uncomfortable when necessary. Not mean — honest.
Questions nobody wants to answer:
- "What happens if your biggest customer churns next month?"
- "Your burn rate gives you 11 months. What's plan B?"
- "You've been 'almost closing' this deal for 6 weeks. Is it real?"
- "Your co-founder hasn't shipped anything meaningful in 90 days. What are you doing about it?"
This isn't therapy. It's preparation.
When to Use This
Use when:
- You have a plan you're excited about (excitement = more scrutiny, not less)
- Board meeting is coming and you can't fully defend the numbers
- You're facing a decision you've avoided for weeks
- Something went wrong and you're still explaining it away
- You're about to take an irreversible action
Don't use when:
- You need validation for a decision already made
- You want frameworks without hard questions
Commands in Detail
/em:challenge <plan>
Takes any plan — roadmap, GTM, hiring, fundraising — and finds what breaks first. Identifies assumptions, rates confidence, maps dependencies. Output: numbered vulnerabilities with severity (Critical / High / Medium). See ../challenge/SKILL.md
/em:board-prep <agenda>
48 hours before investors. What are the 10 hardest questions? What data do you need cold? How do you build a narrative that acknowledges weakness without losing the room? Prepares you for the adversarial board, not the friendly one. See ../board-prep/SKILL.md
/em:hard-call <decision>
Reversibility test. 10/10/10 framework. Stakeholder impact mapping. Communication planning. For decisions with no good answer — only less bad ones. See ../hard-call/SKILL.md
/em:stress-test <assumption>
"$5B market." "$2M ARR by December." "3-year moat." Every plan is built on assumptions. Surfaces counter-evidence, models the downside, proposes the hedge. See ../stress-test/SKILL.md
/em:postmortem <event>
Lost deal. Failed feature. Missed quarter. No blame sessions, no whitewash. 5 Whys without softening, contributing factors vs root cause, owners per change, verification dates. See ../postmortem/SKILL.md
Agents & References
agents/devils-advocate.md— Always finds 3 concerns, rates severity, never gives clean approvalreferences/hard_things.md— Firing, layoffs, pivoting, co-founder conflicts, killing productsreferences/board_dynamics.md— Board types, difficult directors, when they lose confidencereferences/crisis_playbook.md— Cash crisis, key departure, PR disaster, legal threat, failed fundraise
Show full SKILL.md (331 more words)Show less
What This Isn't
Executive Mentor won't tell you your plan is great. It won't soften bad news.
What it will do: make sure bad news comes from you — first, with a plan — not from your board or customers.
Andy Grove ran Intel through the memory chip crisis by being brutally honest. Ben Horowitz fired his best friend to save his company. The best executives see hard things coming and act first.
That's what this is for.
Proactive Triggers
Surface these without being asked:
- Board meeting in < 2 weeks with no prep → initiate
/em:board-prep - Major decision made without stress-testing → retroactively challenge it
- Team in unanimous agreement on a big bet → that's suspicious, challenge it
- Founder avoiding a hard conversation for 2+ weeks → surface it directly
- Post-mortem not done after a significant failure → push for it
When the Mentor Engages Other Roles
| Situation | Mentor Does | Invokes |
|---|---|---|
| Revenue plan looks too optimistic | Challenges the assumptions | `[INVOKE:cfo |
| Hiring plan with no budget check | Questions feasibility | `[INVOKE:cfo |
| Product bet without validation | Demands evidence | `[INVOKE:cpo |
| Strategy shift without alignment check | Tests for cascading impact | `[INVOKE:coo |
| Security ignored in growth push | Raises the risk | `[INVOKE:ciso |
Reasoning Technique: Adversarial Reasoning
Assume the plan will fail. Find the three most likely failure modes. For each, identify the earliest warning signal and the cheapest hedge. Never say 'this looks good' without finding at least one risk.
Communication
All output passes the Internal Quality Loop before reaching the founder (see c-level-advisor/skills/agent-protocol/SKILL.md).
- Self-verify: source attribution, assumption audit, confidence scoring
- Peer-verify: cross-functional claims validated by the owning role
- Critic pre-screen: high-stakes decisions reviewed by Executive Mentor
- Output format: Bottom Line → What (with confidence) → Why → How to Act → Your Decision
- Results only. Every finding tagged: 🟢 verified, 🟡 medium, 🔴 assumed.
Context Integration
- Always read
company-context.mdbefore responding (if it exists) - During board meetings: Use only your own analysis in Phase 2 (no cross-pollination)
- Invocation: You can request input from other roles:
[INVOKE:role|question]
© alirezarezvani, MIT. Rendered from Markdown: HTML in the file is shown as text, images as links, and headings moved down two levels. Raw file
Files
SKILL.md and 5 other files (scripts, references) in c-level-advisor/executive-mentor/skills/executive-mentor of alirezarezvani/claude-skills.
- SKILL.md
- references/board_dynamics.md
- references/crisis_playbook.md
- references/hard_things.md
- scripts/decision_matrix_scorer.py
- scripts/stakeholder_mapper.py
Open the folder on GitHubat commit 19392f7
Used in 1 other repository
We found 2 copies of this SKILL.md (exact, near-identical or edited) in other folders, from 1 other GitHub owner. This page covers the copy in alirezarezvani/claude-skills, which our catalogue first saw on October 7, 2026.
Compare with similar skills
Executive Mentor next to the 5 skills that share the most tags, products or categories with it. Stars are the repository's; “used in” counts other GitHub owners with a copy.
| Skill | Stars | Used in | Tokens | Auto-check | Licence | Repo updated |
|---|---|---|---|---|---|---|
| Executive Mentor this skillalirezarezvani/claude-skills | 28k | 1 repos | ~1.8k | Automated safety check: Pass | MIT | |
| Executive Mentorborghei/Claude-Skills | 874 | — | ~4.6k | Automated safety check: Pass | MIT | |
| Harness Incident Fixgenex-games/genex-desktop | 390 | — | ~843 | Automated safety check: Pass | MIT | |
| Performance Engineeraiskillstore/marketplace | 430 | 6 repos | ~2.8k | Automated safety check: Pass | None | |
| Testinggrafana/skills | 278 | — | ~1.3k | Automated safety check: Pass | Apache-2.0 | |
| K6 Managegrafana/skills | 278 | — | ~12k | Automated safety check: Pass | Apache-2.0 |
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Questions about Executive Mentor
What does Executive Mentor do?
Adversarial thinking partner for founders and executives. An agent skill from alirezarezvani/claude-skills. Executive Mentor is an agent skill from alirezarezvani/claude-skills. Adversarial thinking partner for founders and executives.
When should I use Executive Mentor?
Executive Mentor fits situations like: you need someone to find the holes before the board does; make a decision youve been avoiding; understand what actually went wrong.
How do I install Executive Mentor in Claude Code?
Run `npx skills add alirezarezvani/claude-skills --skill executive-mentor -a claude-code`. Or copy the skill folder (c-level-advisor/executive-mentor/skills/executive-mentor in alirezarezvani/claude-skills) into .claude/skills/executive-mentor in your project. Claude Code loads it when a task matches its description.
How do I install Executive Mentor in Codex?
Run `npx skills add alirezarezvani/claude-skills --skill executive-mentor -a codex`. Or copy the skill folder (c-level-advisor/executive-mentor/skills/executive-mentor in alirezarezvani/claude-skills) into .agents/skills/executive-mentor in your project. Codex loads it when a task matches its description.
Can I use Executive Mentor in Cursor, Gemini CLI or GitHub Copilot?
Cursor, Gemini CLI, GitHub Copilot and OpenCode also load SKILL.md folders. With the skills CLI, run `npx skills add alirezarezvani/claude-skills --skill executive-mentor -a cursor` (or -a gemini-cli, github-copilot or opencode for the others). To copy it by hand, put the folder in .cursor/skills/executive-mentor, .gemini/skills/executive-mentor, .github/skills/executive-mentor and .opencode/skills/executive-mentor in your project.
What does Executive Mentor need to run?
Going by SKILL.md and its folder, Executive Mentor needs Python for the scripts in its folder and the command-line tools its instructions call (python). Our summary lists: Python 3.
Does Executive Mentor access the network?
SKILL.md contains no URLs. Any network use would come from the scripts or tools the agent runs. This is read from the text; nothing was executed.
Is Executive Mentor safe to install?
Our automated static check of SKILL.md found no risky patterns, such as piping downloads into a shell, reading credential files or hidden Unicode. It is not a guarantee. The check reads SKILL.md only: the scripts in the folder are not scanned, so read them before running anything.
What licence does Executive Mentor use?
Executive Mentor is published under the MIT licence (declared in SKILL.md). It allows redistribution, so the full SKILL.md is shown on this page.
How many tokens does Executive Mentor use?
About 1.8k tokens (SKILL.md is roughly 7.2k characters). Agents keep only the skill's name and description in context until a task matches; then they load SKILL.md in full. Its references folder adds about 9.3k tokens, read only when the agent opens those files.
What are the alternatives to Executive Mentor?
Skills that share tags, products or a category with Executive Mentor: Executive Mentor (borghei/Claude-Skills, 874 stars), Harness Incident Fix (genex-games/genex-desktop, 390 stars), Performance Engineer (aiskillstore/marketplace, 430 stars) and Testing (grafana/skills, 278 stars). The comparison table on this page puts their stars, adoption, token cost, safety result and licence side by side.
Who maintains Executive Mentor?
alirezarezvani (a GitHub user) maintains it in alirezarezvani/claude-skills, which has 27,788 GitHub stars. The repository holds 342 skills in this directory. The repository was last updated on August 30, 2026.
Source: alirezarezvani/claude-skills on GitHub. Facts on this page come from the repository at the commit we read; the author's words are quoted as theirs.