Executive leadership guidance for strategic decision-making, organizational development, and stakeholder management. Includes strategy analyzer, financial scenario modeling, board governance frameworks, and investor relations playbooks. Use when planning strategy, preparing board presentations, managing investors, developing organizational culture, making executive decisions, or when user mentions CEO, strategic planning, board meetings, investor updates, organizational leadership, or executive strategy.
66
53%
Does it follow best practices?
Impact
86%
1.68xAverage score across 3 eval scenarios
Passed
No known issues
Optimize this skill with Tessl
npx tessl skill review --optimize ./c-level/ceo-advisor/SKILL.mdQuality
Discovery
100%Based on the skill's description, can an agent find and select it at the right time? Clear, specific descriptions lead to better discovery.
This is a strong skill description that covers all key dimensions well. It provides specific capabilities (strategy analyzer, financial scenario modeling, board governance frameworks), includes a comprehensive 'Use when...' clause with natural trigger terms, and occupies a clearly distinct niche around executive leadership. The description is well-structured and concise while being comprehensive.
| Dimension | Reasoning | Score |
|---|---|---|
Specificity | Lists multiple specific concrete actions and tools: strategy analyzer, financial scenario modeling, board governance frameworks, investor relations playbooks, and specific use cases like preparing board presentations and managing investors. | 3 / 3 |
Completeness | Clearly answers both 'what' (executive leadership guidance with specific tools like strategy analyzer, financial scenario modeling, board governance frameworks) and 'when' (explicit 'Use when...' clause with detailed trigger scenarios and terms). | 3 / 3 |
Trigger Term Quality | Excellent coverage of natural terms users would say: CEO, strategic planning, board meetings, investor updates, organizational leadership, executive strategy, board presentations, managing investors, organizational culture, executive decisions. | 3 / 3 |
Distinctiveness Conflict Risk | Clearly occupies a distinct niche around executive/C-suite leadership with specific triggers like CEO, board meetings, investor updates that are unlikely to conflict with general business or management skills. The combination of board governance, investor relations, and executive strategy is quite distinctive. | 3 / 3 |
Total | 12 / 12 Passed |
Implementation
7%Reviews the quality of instructions and guidance provided to agents. Good implementation is clear, handles edge cases, and produces reliable results.
This skill is a sprawling collection of generic CEO/executive knowledge that Claude already possesses, offering almost no novel, actionable, or concrete guidance. It reads like a business school syllabus rather than an operational skill file. The referenced scripts and frameworks could be valuable, but without concrete examples, inputs/outputs, or executable workflows, the content fails to provide meaningful utility beyond what Claude can generate from its training data.
Suggestions
Remove all generic business knowledge Claude already knows (stakeholder matrices, pitch deck structures, book lists, daily schedule templates, strategy frameworks like Porter/BCG) and focus only on project-specific tools, scripts, and conventions.
Add concrete input/output examples for the referenced scripts (strategy_analyzer.py, financial_scenario_analyzer.py) showing actual command-line usage, expected inputs, and sample outputs.
Move the bulk of framework content into the referenced files and reduce SKILL.md to a concise overview (~50-80 lines) with clear pointers to detailed references.
Add validation steps and feedback loops for critical workflows like board package preparation and financial scenario analysis (e.g., 'Run validation script, review output, iterate if metrics are out of range').
| Dimension | Reasoning | Score |
|---|---|---|
Conciseness | Extremely verbose at 400+ lines, mostly consisting of generic business knowledge Claude already knows (stakeholder matrices, pitch deck structures, daily schedules, book recommendations, basic strategy frameworks). Very little content earns its place—nearly everything here is common MBA-level knowledge that doesn't need to be taught. | 1 / 3 |
Actionability | Despite referencing scripts like `strategy_analyzer.py` and `financial_scenario_analyzer.py`, there is no executable code, no concrete examples of inputs/outputs, and no specific guidance. The content is almost entirely abstract lists, bullet points, and generic frameworks with no copy-paste-ready material. | 1 / 3 |
Workflow Clarity | No clear multi-step workflows with validation checkpoints. The 'Strategic Planning Cycle' and 'Board Meeting Success' sections list steps but lack any validation, feedback loops, or concrete execution details. The decision checklist is generic with no guidance on how to actually apply it. | 1 / 3 |
Progressive Disclosure | References to external files like `references/executive_decision_framework.md` and `references/board_governance_investor_relations.md` are present and one-level deep, which is good. However, the SKILL.md itself is a monolithic wall of text that inlines enormous amounts of content that should either be in reference files or omitted entirely. | 2 / 3 |
Total | 5 / 12 Passed |
Validation
81%Checks the skill against the spec for correct structure and formatting. All validation checks must pass before discovery and implementation can be scored.
Validation — 9 / 11 Passed
Validation for skill structure
| Criteria | Description | Result |
|---|---|---|
skill_md_line_count | SKILL.md is long (518 lines); consider splitting into references/ and linking | Warning |
metadata_field | 'metadata' should map string keys to string values | Warning |
Total | 9 / 11 Passed | |
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Table of Contents
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