
Portfolio Strategy
Decides where capital and attention go across business lines, products, and markets, ...
Install
npx skills add cbrock84/headcount --skill portfolio-strategy -g -a claude-code -y- Repository
- cbrock84/headcount2.6k
- Category
- Business
- Updated
- 17d ago
- License
- MIT
- Context cost
- Lightabout 808 tokens
- Runs scripts
- No, instructions only
What it does
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.


