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career

Turns a career question into a decision brief the PM can act on this week - a career plan, a promotion case, a stay-or-leave verdict, a job-search system, or an offer-negotiation script. Use when someone says 'how do I get promoted', 'should I leave my job', 'job search', 'I got laid off', 'negotiate my offer', 'career plan', 'IC or manager', 'next role', 'am I stuck', 'how do I stay relevant with AI' or 'how do I break into PM'. Draws on 188 Lenny's Podcast guests including Phyl Terry, Nikhyl Singhal and Deb Liu.

76

Quality

95%

Does it follow best practices?

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SecuritybySnyk

Low

Low-risk findings worth noting

SKILL.md
Quality
Evals
Security

Quality

Content

92%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.

A tightly engineered instruction skill: diagnosis-before-answer routing, seven plays with done-when checkpoints, expert disagreements with defaults, a paste-ready brief template, and a grading rubric, all backed by verified one-level-deep references. The only improvement space is trimming minor duplication between the body's Receipts section and references/quotes.md.

Suggestions

Conciseness: replace the six inline 'Receipts' quotes with the 2-3 most decision-relevant ones and point to references/quotes.md for the rest, since the quotes file already carries them with timestamps.

Conciseness: drop the 'Built from 745 insights from 188 Lenny's Podcast guests' provenance stats from the body (the frontmatter description already states them) and keep only the lead-team names.

DimensionReasoningScore

Conciseness

The body is dense with domain-specific tactics, scripts and attributions, with no padding or explanation of concepts Claude already knows; it assumes competence throughout. It falls short of the 5 anchor only because the six-quote 'Receipts' section duplicates material that lives in references/quotes.md, and provenance stats ('745 insights from 188 guests') appear in both description and body — minor trims, matching the 4 anchor.

4 / 5

Actionability

Fully actionable for an instruction-only skill: paste-ready scripts ('I would like at some point to grow into [role]…', 'What is the chance there could be a little more?'), a fill-in-the-blank deliverable template, a 1/3/5 grading rubric with anchors, and per-play 'Done when' criteria. The guidance is copy-paste executable and covers the common cases, matching the 5 anchor.

5 / 5

Workflow Clarity

A clear three-step sequence (Diagnose with a bounded 4-question cap → routing table → run the matched play), each play carrying numbered steps with explicit 'Done when' validation checkpoints, corrective branches ('If they do not know, start with Play A', 'ask why until it turns internal'), and a red-flags list of failure modes. This matches the 5 anchor's 'clear sequence with explicit validation steps and feedback loops'; no destructive or batch operations apply the 3-cap.

5 / 5

Progressive Disclosure

SKILL.md holds the runnable overview (diagnosis, routing, condensed plays, deliverable), while deeper material is correctly split into two real, one-level-deep references (frameworks.md, quotes.md — both verified present) clearly signaled in a 'Go deeper' section with one-line descriptions of each. The bundle structure matches the 5 anchor pattern of a clear overview with well-signaled references and easy navigation.

5 / 5

Total

19

/

20

Passed

Description

96%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.

An exemplary description: concrete deliverables, explicit 'Use when' triggers in natural user language, and third-person voice. The only weakness is slight overlap risk between broad triggers like 'job search' and 'stay relevant with AI' and adjacent skills.

DimensionReasoningScore

Specificity

The description names one governing action ('Turns a career question into a decision brief the PM can act on this week') plus five concrete outputs (career plan, promotion case, stay-or-leave verdict, job-search system, offer-negotiation script) in third-person voice, giving comprehensive coverage of the domain with no generic filler. It clearly matches the 5 anchor rather than 4, which reserves 'minor gaps in coverage' for lists missing one of the domain's core deliverables.

5 / 5

Completeness

It explicitly answers both 'what' (turns a career question into a decision brief, enumerated as five concrete deliverables) and 'when' ('Use when someone says…' followed by concrete trigger phrases). This mirrors the 5 anchor example's structure exactly, so neither the 4 anchor ('when' could be more explicit) nor 3 ('when' only weakly implied) fits.

5 / 5

Trigger Term Quality

Eleven natural first-person phrases users would actually say ('how do I get promoted', 'should I leave my job', 'I got laid off', 'am I stuck', 'IC or manager', 'how do I break into PM') provide comprehensive coverage including synonyms and slang. This is the 5 anchor; the 4 anchor ('a few natural terms missing') does not apply since both formal and colloquial variations are present.

5 / 5

Distinctiveness Conflict Risk

The career-decision niche is clear and most triggers ('how do I get promoted', 'IC or manager') are distinct, but 'job search' and 'how do I stay relevant with AI' have minor overlap risk with closely related skills — the body itself routes to companion skills like 'decide' and 'influence'. This sits at the 4 anchor ('mostly distinct; minor overlap risk with closely related skills') rather than 5 ('minimal conflict risk').

4 / 5

Total

19

/

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

menkesu/awesome-pm-skills

Path

skills/career/SKILL.md

Reviewed

Table of Contents

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