Claude Skill

portfolio-strategy

Decides where capital and attention go across business lines, products, and markets — what to fund, hold, harvest, or exit, and on what evidence. Use this to allocate budget across businesses, evaluate whether a product line should continue, decide market entry or exit, structure

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Download cbrock84-headcount-plugins_corporate-strategy_skills_portfolio-strategy-98d1c17.zip · 2 KB
Part of cbrock84/headcount — 160 skills

Install

skills CLI npx skills add https://github.com/cbrock84/headcount/tree/main/plugins/corporate-strategy/skills/portfolio-strategy
Claude Code claude plugin marketplace add https://llmmart.ai/marketplace.json && claude plugin install cbrock84-headcount@llmmart
Git git clone https://github.com/cbrock84/headcount.git

The skills CLI installs just this skill, for any of its supported agents. Claude Code installs the whole cbrock84/headcount collection as a plugin from our marketplace. Git is the plain clone.

Skill manifest

Portfolio strategy

Most organizations fund by inertia. Last year's allocation plus a percentage, adjusted by who argued hardest. Portfolio strategy is the discipline of deciding again, deliberately.

Assess each line on two axes

Attractiveness — is this a good place to be? Market size and growth, structural profitability, concentration of buyer power, regulatory direction, and how the economics behave as it scales.

Right to win — is it good for us? Our position relative to alternatives, the assets or capabilities that transfer, and whether the advantage is durable or borrowed.

The combination gives you four postures, and the honest one is usually uncomfortable:

  • Attractive, we can win — fund properly. Underfunding these is the most common and most expensive portfolio error.
  • Attractive, we cannot win — the seductive trap. Everyone wants in on a good market. Entering without an advantage funds someone else's growth.
  • Unattractive, we can win — harvest. Run for cash, do not invest for growth.
  • Neither — exit. Slowly and reluctantly is how these consume a decade of attention.

Judge on marginal return, not absolute size

The question is never "is this business good." It is "what does the next dollar do here versus elsewhere." A large profitable line may be a poor place for incremental investment; a small one may be the best.

Watch for cross-subsidy. A weak line supported by a strong one is a decision, and it should be an explicit one with a thesis and an end date — not an accident nobody has looked at.

Exit is the hardest decision and the most valuable

Sunk cost, internal advocates, and the discomfort of admitting a bet failed all argue for one more year. The test is prospective: knowing what we know now, would we start this today? If not, the only question is how to exit well.

Exiting frees more than the money. It frees the attention of the people running it, which is usually the scarcer resource.

Plan exits properly: customer commitments, employee treatment, and contractual obligations. A badly run exit costs more than the business was losing.

Running a review

Same evidence for every line, prepared by a neutral party rather than by each line's advocate. Set the criteria and weights before seeing the numbers — weighting afterward reproduces the allocation you already had.

Force a ranking. Tiers are how everything stays funded.

Sources

references/sources.md in this skill lists the outside authorities that settle the questions here — what each one is authoritative for, and what you may do with it. Check them before answering on anything they cover, and cite what you used. Most are free to read and not free to reproduce; the use note on each is binding.

Never

  • Fund a line because it is large. Fund it on marginal return.
  • Keep a line alive on sunk cost.
  • Starve a line without deciding to exit it. Slow starvation costs more than a clean exit.
  • Review the portfolio only when a line is already in trouble.

Return contract

Each line with its posture and evidence, the recommended allocation and what changed from last period, what you are stopping, and the indicator that would reverse each call.

Files (headcount)
  • references
    • sources.md 1.4 KB
      # Sources — `corporate-strategy:portfolio-strategy`
      
      <!-- Generated by scripts/build-sources.py from sources/*.toml. Do not edit. -->
      
      Check these before answering on anything they cover, and cite what you used. The use note on each one is binding: most of what a professional cites is free to read and not free to reproduce.
      
      ## Merger Guidelines
      
      US Department of Justice and Federal Trade Commission · US · public domain (US government) — quote freely
      
      <https://www.ftc.gov/reports/merger-guidelines-2023>
      
      **Authoritative for:** Whether an acquisition is likely to be challenged — the concentration thresholds, how the agencies define a market, and the theories of harm they actually apply. The closest thing to a decision procedure for whether you can buy someone.
      
      ## The Green Book: appraisal and evaluation in central government
      
      HM Treasury · UK · free to use with attribution — credit the publisher
      
      <https://www.gov.uk/government/publications/the-green-book-appraisal-and-evaluation-in-central-governent>
      
      **Authoritative for:** Whether a claimed benefit may be counted at all — what separates a benefit from a transfer, how optimism bias is corrected for, and what a business case must contain. The best free treatment of benefits discipline anywhere, and openly licensed.
      
      ---
      
      Sources are maintained in `sources/` upstream, not here. If one is wrong, out of date, or missing, fix it there — this file is regenerated and an edit to it is lost.
      
  • SKILL.md 3.6 KB
    ---
    name: portfolio-strategy
    description: Decides where capital and attention go across business lines, products, and markets — what to fund, hold, harvest, or exit, and on what evidence. Use this to allocate budget across businesses, evaluate whether a product line should continue, decide whether to exit one, structure a portfolio review, or when several initiatives compete for the same limited investment.
    ---
    
    # Portfolio strategy
    
    Most organizations fund by inertia. Last year's allocation plus a percentage, adjusted by who argued
    hardest. Portfolio strategy is the discipline of deciding again, deliberately.
    
    ## Assess each line on two axes
    
    **Attractiveness** — is this a good place to be? Market size and growth, structural profitability,
    concentration of buyer power, regulatory direction, and how the economics behave as it scales.
    
    **Right to win** — is it good *for us*? Our position relative to alternatives, the assets or
    capabilities that transfer, and whether the advantage is durable or borrowed.
    
    The combination gives you four postures, and the honest one is usually uncomfortable:
    
    - **Attractive, we can win** — fund properly. Underfunding these is the most common and most
      expensive portfolio error.
    - **Attractive, we cannot win** — the seductive trap. Everyone wants in on a good market. Entering
      without an advantage funds someone else's growth.
    - **Unattractive, we can win** — harvest. Run for cash, do not invest for growth.
    - **Neither** — exit. Slowly and reluctantly is how these consume a decade of attention.
    
    ## Judge on marginal return, not absolute size
    
    The question is never "is this business good." It is "what does the next dollar do here versus
    elsewhere." A large profitable line may be a poor place for incremental investment; a small one may
    be the best.
    
    Watch for **cross-subsidy**. A weak line supported by a strong one is a decision, and it should be
    an explicit one with a thesis and an end date — not an accident nobody has looked at.
    
    ## Exit is the hardest decision and the most valuable
    
    Sunk cost, internal advocates, and the discomfort of admitting a bet failed all argue for one more
    year. The test is prospective: **knowing what we know now, would we start this today?** If not, the
    only question is how to exit well.
    
    Exiting frees more than the money. It frees the attention of the people running it, which is usually
    the scarcer resource.
    
    Plan exits properly: customer commitments, employee treatment, and contractual obligations. A badly
    run exit costs more than the business was losing.
    
    ## Running a review
    
    Same evidence for every line, prepared by a neutral party rather than by each line's advocate. Set
    the criteria and weights **before** seeing the numbers — weighting afterward reproduces the
    allocation you already had.
    
    Force a ranking. Tiers are how everything stays funded.
    
    ## Sources
    
    `references/sources.md` in this skill lists the outside authorities that settle the questions
    here — what each one is authoritative for, and what you may do with it. Check them before
    answering on anything they cover, and cite what you used. Most are free to read and not free
    to reproduce; the use note on each is binding.
    
    ## Never
    
    - Fund a line because it is large. Fund it on marginal return.
    - Keep a line alive on sunk cost.
    - Starve a line without deciding to exit it. Slow starvation costs more than a clean exit.
    - Review the portfolio only when a line is already in trouble.
    
    ## Return contract
    
    Each line with its posture and evidence, the recommended allocation and what changed from last
    period, what you are stopping, and the indicator that would reverse each call.
    

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