Use when managing multiple initiatives across time horizons (now/next/later, H1/H2/H3), balancing risk vs return across portfolio, sizing and sequencing bets with dependencies, setting exit/scale criteria for experiments, allocating resources across innovation types (core/adjacent/transformational), or when user mentions portfolio planning, roadmap horizons, betting framework, initiative prioritization, innovation portfolio, or resource allocation across horizons.
SkillScore91Maintained
Automatic
◆Product Management pack
Last verified 8/21/2026
What it changes
Passed 20 of 22 test cases with the skill, and 11 of 22 without it.
Without skill50%
With skill91%
Checks it passed that the model alone missed
Places the initiative in Horizon 3 (H3).
Sizes effort using relative T-shirt sizes S, M, L, or XL.
Defines both scale criteria and exit criteria for all 10 initiatives.
and 12 more in the full report
9 fixed11 passed either way2 still failing0 broke
Pass-rate lift
+41 pp
Tokens
+124%
Agent turns
0%
Response time
-12%
Model gemini-3.6-flashMeasured 8/21/2026v120 of 22 cases passed with skill
Tokens, turns and time describe resource use, not a dollar price.
See it in action
One of 9 test cases the skill fixed. Same model, same prompt, with and without the skill.
1 of 9
Prompt
We are evaluating a portfolio roadmap with 10 engineering capacity units available. The planned H1 bets require a total of 9.5 effort units. Does this allocation pass or fail the portfolio capacity guardrail check?
What was checked, without and with the skill
Checked
Without skill
With skill
Marks the allocation as failing the capacity guardrail check due to exceeding the 80% maximum capacity limit.
Missed
Passed
case-22 · gemini-3.6-flash · 8/21/2026 · answers are capped and redacted
What's inside
The instructions your model reads when the skill loads.
Create strategic portfolio roadmaps that balance exploration vs exploitation, size bets by effort and impact, sequence initiatives across time horizons, and set clear exit/scale criteria for disciplined resource allocation.
When to Use
Use this skill when:
Portfolio Context
Managing 5+ initiatives requiring sequencing and trade-offs
Balancing quick wins vs strategic bets vs R&D exploration
Allocating scarce resources (budget, people, time) across competing priorities
Planning across multiple time horizons (H1: 0-6mo, H2: 6-12mo, H3: 12-24mo+)
Decision Complexity
Initiatives have dependencies requiring careful sequencing
Exit criteria needed to kill or scale experiments
Risk/return profiles vary widely (low-risk incremental vs high-risk transformational)