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roadmap-planning

Build a multi-quarter roadmap from a backlog of ideas, requests, and ongoing initiatives. Use this skill when planning the next quarter, sequencing dependent work, balancing build vs improve vs maintain, or making the case for what NOT to do. Triggers on roadmap, quarterly planning, what should we build next, sequencing, prioritization, OKR planning, capacity planning, what's on the roadmap, plan the year, what to ship next quarter. Also triggers when stakeholders are pulling in different directions and the team needs a defensible plan.

67

Quality

81%

Does it follow best practices?

Impact

No eval scenarios have been run

SecuritybySnyk

Passed

No known issues

SKILL.md
Quality
Evals
Security

Quality

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 clearly articulates specific capabilities (roadmap building, sequencing, prioritization, exclusion justification), provides explicit trigger guidance with a comprehensive list of natural user phrases, and occupies a distinct niche. The description uses proper third-person voice and balances conciseness with thoroughness. The final sentence about stakeholders pulling in different directions adds a useful contextual trigger.

DimensionReasoningScore

Specificity

Lists multiple specific concrete actions: building a multi-quarter roadmap from a backlog, sequencing dependent work, balancing build vs improve vs maintain, and making the case for what NOT to do. These are distinct, actionable capabilities.

3 / 3

Completeness

Clearly answers both 'what' (build a multi-quarter roadmap from a backlog, sequence dependent work, balance priorities, justify exclusions) and 'when' (explicit 'Use this skill when...' clause plus a detailed 'Triggers on' list with specific keywords and scenarios).

3 / 3

Trigger Term Quality

Excellent coverage of natural terms users would say: 'roadmap', 'quarterly planning', 'what should we build next', 'sequencing', 'prioritization', 'OKR planning', 'capacity planning', 'what to ship next quarter', 'plan the year'. These are highly natural phrases a user would actually use.

3 / 3

Distinctiveness Conflict Risk

Occupies a clear niche around product roadmap and quarterly planning. The specific triggers like 'sequencing', 'OKR planning', 'capacity planning', and 'multi-quarter roadmap' are distinct enough to avoid conflicts with general project management or task tracking skills.

3 / 3

Total

12

/

12

Passed

Implementation

62%

Reviews the quality of instructions and guidance provided to agents. Good implementation is clear, handles edge cases, and produces reliable results.

This is a well-structured, thoughtfully written roadmap planning skill with an excellent workflow sequence and strong conceptual framework. Its main weaknesses are verbosity (it reads more like a planning guide than a lean instruction set) and lack of concrete artifacts—no example roadmap output, no template tables, no sample prioritization scoring. The referenced bundle file doesn't exist, undermining progressive disclosure.

Suggestions

Add a concrete example: a sample roadmap output section with a theme, 2-3 initiatives, a prioritization table with scores, and a 'Not now' entry—this would dramatically improve actionability.

Extract the capacity assumptions, failure patterns, and communication audience matrix into separate reference files to reduce the main document's length and improve progressive disclosure.

Trim explanatory prose that teaches planning concepts Claude already knows (e.g., 'Dates are constraints, not goals', 'A roadmap without strategy is just a queue') to improve conciseness.

Provide the referenced `references/prioritization-frameworks.md` bundle file, or remove the reference if it doesn't exist.

DimensionReasoningScore

Conciseness

The skill is well-written but verbose in places. Sections like capacity assumptions (specific percentages for each role) and the failure patterns list add genuine value, but the 'When NOT to use' cross-references, the repeated emphasis on strategy-first, and some explanatory prose (e.g., 'A roadmap without strategy is just a queue') could be tightened. Claude already understands planning concepts—some of this reads like a blog post rather than an instruction set.

2 / 3

Actionability

The skill provides a clear framework and structured steps, but lacks concrete executable artifacts. There are no template examples, no sample markdown output, no example prioritization table, and no code or commands. The guidance is specific in concept (e.g., 'use RICE') but abstract in execution—Claude would need to invent the actual output format, table structures, and document templates from scratch.

2 / 3

Workflow Clarity

The 8-step workflow is clearly sequenced with logical ordering and explicit validation checkpoints (Step 6: validate with the team before sharing externally, Step 1: stop if strategy is missing). The dependency between steps is well-articulated (prioritize before sequencing, sequence before communicating). The feedback loop of 'if the team says the plan is impossible, adjust' is a meaningful validation gate.

3 / 3

Progressive Disclosure

The skill references `references/prioritization-frameworks.md` appropriately, but no bundle file exists to support it. The main document is quite long (~300 lines) and could benefit from splitting the failure patterns, capacity model defaults, and communication audience matrix into separate reference files. The structure within the document is good (clear headers, logical sections), but the content is monolithic for its length.

2 / 3

Total

9

/

12

Passed

Validation

90%

Checks the skill against the spec for correct structure and formatting. All validation checks must pass before discovery and implementation can be scored.

Validation10 / 11 Passed

Validation for skill structure

CriteriaDescriptionResult

frontmatter_unknown_keys

Unknown frontmatter key(s) found; consider removing or moving to metadata

Warning

Total

10

/

11

Passed

Repository
rampstackco/claude-skills
Reviewed

Table of Contents

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