Build a product roadmap with sequenced bets and explicit tradeoffs.

MITAuto-check: notesProduct & Project Management

Install Crest Roadmap

skills CLI
$ npx skills add jeremylongshore/tons-of-skills-marketplace --skill crest-roadmap -a claude-code

Project install by default; add -g for ~/.claude/skills/.

GitHub CLI
$ gh skill install jeremylongshore/tons-of-skills-marketplace crest-roadmap --agent claude-code

Project scope by default; add --scope user for a personal install. Needs GitHub CLI 2.90.0 or later (public preview).

Manual copy
$ git clone --depth 1 https://github.com/jeremylongshore/tons-of-skills-marketplace.git skills-src && mkdir -p .claude/skills && cp -r skills-src/plugins/ai-agency/tonone/skills/crest-roadmap .claude/skills/crest-roadmap && rm -rf skills-src

Use ~/.claude/skills/ instead of .claude/skills for a personal install. The folder must contain SKILL.md.

Claude Code skills documentation · loads skills from .claude/skills/

Facts

Skill name
crest-roadmap
GitHub stars
2.8k
Token cost
~1.5k tokens
SKILL.md length
512 words
Files
2
Skills in repo
3,342
Repo updated
First seen
Licence
MIT

At a glance

Build a product roadmap with sequenced bets and explicit tradeoffs.

  • Works in 8 steps: Set the Strategic Anchor → Apply the Rumelt Kernel → Classify the Backlog → …
  • Asked to build a roadmap
  • SKILL.md covers Steps and Delivery
  • Instructions only: no scripts, shell commands, URLs or credentials in SKILL.md

What it does

Crest Roadmap is an agent skill from jeremylongshore/tons-of-skills-marketplace. Build a product roadmap with sequenced bets and explicit tradeoffs. Use when asked to "build a roadmap", "prioritize the backlog strategically", "what do we build next quarter", "sequence our bets", "what should we focus on", or "product strategy for the next N months".

Its SKILL.md is about 1.5k tokens, which your agent loads only when the skill is triggered. The skill folder holds 2 other files (for example `.claude-plugin/plugin.json`).

It sits in Product & Project Management, covering Product roadmapping, Product strategy and Prioritization frameworks. The repository describes itself as: Model-agnostic agent-skills platform with a harness-free canonical layer, verified adapters, and the ccpi package manager. Explore at tonsofskills.com. The licence is MIT.

When your agent uses it

  • Asked to build a roadmap
  • Prioritize the backlog strategically
  • What do we build next quarter
  • Sequence our bets

Example prompts

  • “build a roadmap”
  • “prioritize the backlog strategically”
  • “what do we build next quarter”
  • “/crest-roadmap”

Requirements

  • Pre-approved tools (allowed-tools): Read, Write, Edit, Bash, Glob, Grep, WebFetch, WebSearch, Task, TodoWrite, AskUserQuestion

Workflow steps

8 steps, taken from the step headings in SKILL.md.

  1. Set the Strategic Anchor
  2. Apply the Rumelt Kernel
  3. Classify the Backlog
  4. Score Core Improvements with RICE
  5. Size the Strategic Bets
  6. Build the Roadmap
  7. Write the Strategic Narrative
  8. Deliver

What it can do on your machine

Read from SKILL.md and the folder at commit cfae287. It shows what the files ask for, not the result of running them.

  • Tool permissions

    Pre-approves these tools, so the agent can use them without asking each time:

    • Read
    • Write
    • Edit
    • Bash
    • Glob
    • Grep
    • WebFetch
    • WebSearch
    • Task
    • TodoWrite

    …and 1 more on the same allowed-tools line.

    From allowed-tools in the SKILL.md frontmatter.

  • Runs code

    No scripts in the folder and no shell commands in SKILL.md.

    From the folder's file list and the shell code blocks in SKILL.md.

  • Network

    No URLs in SKILL.md.

    From URLs in SKILL.md, links to its own repository left out.

  • Credentials

    Names no API keys, tokens, secrets or passwords.

    From names ending in _API_KEY, _TOKEN, _SECRET, _KEY or _PASSWORD in SKILL.md.

Context cost

Crest Roadmap loads about 1.5k tokens when it runs. Until then it costs about 71 tokens; SKILL.md has 512 words of instructions outside code blocks.

Always · name and description, kept in context so the agent knows when to use it
~71
When it runs · the whole SKILL.md, loaded when a task matches
~1.5k

Estimates: characters ÷ 4, the usual rule of thumb; real counts depend on the model's tokenizer. Scripts and assets cost tokens only if the agent reads them.

Safety

Auto-check: notes

The automated check noted patterns worth knowing about, such as sudo or a known installer.

  • NotePre-approves every shell command (allowed-tools: Bash)SKILL.md
    allowed-tools: Read, Write, Edit, Bash, Glob, Grep, WebFetch, WebSearch, Task, TodoWrite, AskUserQuestion

Automated static check — not a guarantee. Review scripts before installing. It scans the text of SKILL.md for risky patterns (piping downloads into a shell, reading credential files, hidden Unicode, destructive commands); files beside SKILL.md are not scanned.

SKILL.md

The full file from jeremylongshore/tons-of-skills-marketplace at commit cfae287, republished under its MIT licence (© jeremylongshore). 512 words, ~1,519 tokens.

Download SKILL.mdSave it as .claude/skills/crest-roadmap/SKILL.md (or your agent's skills folder). This skill also uses 1 other file; get the full folder from GitHub.
name
crest-roadmap
description
Build a product roadmap with sequenced bets and explicit tradeoffs. Use when asked to "build a roadmap", "prioritize the backlog strategically", "what do we build next quarter", "sequence our bets", "what should we focus on", or "product strategy for the next N months".
allowed-tools
Read, Write, Edit, Bash, Glob, Grep, WebFetch, WebSearch, Task, TodoWrite, AskUserQuestion
version
0.6.4
author
tonone-ai <hello@tonone.ai>
license
MIT

Crest Roadmap

You are Crest — the product strategist on the Product Team. Produce a roadmap that sequences real bets against a real company-level problem. Not a backlog ranking exercise. Not a feature wish list. A prioritized, time-bounded plan with explicit tradeoffs that the team can execute and reassess.

Follow the output format defined in docs/output-kit.md — 40-line CLI max, box-drawing skeleton, unified severity indicators, compressed prose.

Steps

Step 1: Set the Strategic Anchor

Before touching any backlog item, name the company-level problem this roadmap is solving. One sentence. This is the anchor — every roadmap item either serves it or gets deprioritized.

Strategic anchor: [The company's primary challenge or opportunity right now — the one problem
that, if addressed, unlocks the most forward progress.]

If the anchor isn't clear from context, ask for it directly. Do not proceed to backlog prioritization without it. A roadmap without an anchor is a ranked to-do list.

Also establish:

  • Planning horizon — 4 weeks? Quarter? Half-year? Determines granularity.
  • Top constraint — Engineering capacity? Revenue target? Competitive pressure? Constraint shapes priority.
  • Current signal — What is working (Lumen data)? What are users struggling with (Echo signal)?
Step 2: Apply the Rumelt Kernel

Before sorting backlog items, confirm the three-part strategy kernel is in place:

Diagnosis:      [What is the actual challenge? What makes it hard?]
Guiding policy: [What overall approach addresses that challenge? What does it rule out?]
Coherent actions: [What categories of work follow from that policy?]

Items that don't map to coherent actions get moved to NOT NOW regardless of RICE score.

Step 3: Classify the Backlog

For each item, assign a type — this determines how it gets prioritized:

TypeDescriptionPrioritization lens
Table stakes gapMissing something users expect; absence causes churn or blocks salesShip fast, don't over-invest
Core improvementMakes existing value faster, more reliable, or easierRICE score
Strategic betEnters new territory; uncertain return but potentially large upsideConfidence-weighted bet sizing
Debt / frictionSlows the team or creates user drop-offUrgency × blast radius
Anchor misalignedDoesn't serve the strategic anchorNOT NOW by default
Step 4: Score Core Improvements with RICE
RICE = (Reach × Impact × Confidence) / Effort

Reach:      Users affected per quarter (number, not %)
Impact:     1=minimal · 2=low · 3=medium · 5=high · 8=massive
Confidence: 100%=data-backed · 80%=informed estimate · 50%=guess
Effort:     Person-weeks of total team effort

Sort by score. Flag where judgment diverges from raw score and explain why — judgment overrides score when the anchor demands it.

Show full SKILL.md (199 more words)Show less
Step 5: Size the Strategic Bets

For each bet (high uncertainty, potentially high return), fill this card:

Bet: [name]
Thesis: [If X is true about users/market, then Y creates significant value]
Anchor fit: [How does this serve the strategic anchor?]
Signal to validate: [What would you need to see in 4-8 weeks to keep investing?]
Kill condition: [What would make you stop?]
Capacity: [How much to allocate before the next checkpoint?]
Upside if right: [Order-of-magnitude impact on the key metric]

Bets with no clear anchor fit or no validation path get moved to NOT NOW.

Step 6: Build the Roadmap

Organize into three horizons. Be explicit about what's NOT happening and why.

NOW (current sprint / this month):
  Must-ship: [Table stakes gaps, critical debt blocking users or sales]
  High-confidence: [Top RICE items, short effort, anchor-aligned]

NEXT (1-2 months):
  Build: [High RICE, anchor-aligned, dependencies cleared]
  Validate: [Strategic bets — small capacity, clear checkpoint]

LATER (3+ months or post-validation):
  Plan: [High value but blocked, low confidence, or waiting on signal]
  Revisit: [Lower priority; conditions that would move these up]

NOT NOW (explicitly deprioritized — this list is required):
  [Item] — [reason: doesn't serve anchor / low RICE / waiting for X signal / wrong timing]
Step 7: Write the Strategic Narrative

One paragraph. Answer three questions:

  1. Why does this order make sense given the strategic anchor and what we know right now?
  2. What tradeoffs are we making — what are we sacrificing by sequencing it this way?
  3. What single assumption, if wrong, would require the most replanning?

This paragraph is what drives team alignment. Numbers justify the choices; the narrative earns commitment.

Step 8: Deliver

Present in this order: strategic anchor → Rumelt kernel → roadmap (Now/Next/Later/Not Now) → bet cards → strategic narrative → the single highest-confidence move for this horizon.

Close with: "The one assumption that could break this roadmap is [X]. We'll know within [timeframe]."

Delivery

If output exceeds the 40-line CLI budget, invoke /atlas-report with the full findings. The HTML report is the output. CLI is the receipt — box header, one-line verdict, top 3 findings, and the report path. Never dump analysis to CLI.

© jeremylongshore, MIT. Rendered from Markdown: HTML in the file is shown as text, images as links, and headings moved down two levels. Raw file

Files

SKILL.md and 1 other file in plugins/ai-agency/tonone/skills/crest-roadmap of jeremylongshore/tons-of-skills-marketplace.

  • SKILL.md
  • .claude-plugin/plugin.json

Open the folder on GitHubat commit cfae287

Compare with similar skills

Crest Roadmap next to the 5 skills that share the most tags, products or categories with it. Stars are the repository's; “used in” counts other GitHub owners with a copy.

Crest Roadmap compared with similar skills
SkillStarsUsed inTokensAuto-checkLicenceRepo updated
Crest Roadmap this skilljeremylongshore/tons-of-skills-marketplace2.8k—~1.5kAutomated safety check: NotesMIT
Product Managementtravisjneuman/.claude100—~2.9kAutomated safety check: PassMIT
Product Strategistalirezarezvani/claude-skills28k2 repos~1.8kAutomated safety check: PassMIT
Strategic Roadmap Planningdeanpeters/Product-Manager-Skills7.2k2 repos~4.7kAutomated safety check: PassCustom licence
AI Product Strategy InterviewerPrepLabsAI/InterviewMentor112—~4.5kAutomated safety check: PassMIT
Competitor Gapsacogood/diffmode_free163—~2.9kAutomated safety check: PassApache-2.0

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Questions about Crest Roadmap

What does Crest Roadmap do?

Build a product roadmap with sequenced bets and explicit tradeoffs. Crest Roadmap is an agent skill from jeremylongshore/tons-of-skills-marketplace. Build a product roadmap with sequenced bets and explicit tradeoffs.

When should I use Crest Roadmap?

Crest Roadmap fits situations like: asked to build a roadmap; prioritize the backlog strategically; what do we build next quarter; sequence our bets.

How do I install Crest Roadmap in Claude Code?

Run `npx skills add jeremylongshore/tons-of-skills-marketplace --skill crest-roadmap -a claude-code`. Or copy the skill folder (plugins/ai-agency/tonone/skills/crest-roadmap in jeremylongshore/tons-of-skills-marketplace) into .claude/skills/crest-roadmap in your project. Claude Code loads it when a task matches its description.

How do I install Crest Roadmap in Codex?

Run `npx skills add jeremylongshore/tons-of-skills-marketplace --skill crest-roadmap -a codex`. Or copy the skill folder (plugins/ai-agency/tonone/skills/crest-roadmap in jeremylongshore/tons-of-skills-marketplace) into .agents/skills/crest-roadmap in your project. Codex loads it when a task matches its description.

Can I use Crest Roadmap in Cursor, Gemini CLI or GitHub Copilot?

Cursor, Gemini CLI, GitHub Copilot and OpenCode also load SKILL.md folders. With the skills CLI, run `npx skills add jeremylongshore/tons-of-skills-marketplace --skill crest-roadmap -a cursor` (or -a gemini-cli, github-copilot or opencode for the others). To copy it by hand, put the folder in .cursor/skills/crest-roadmap, .gemini/skills/crest-roadmap, .github/skills/crest-roadmap and .opencode/skills/crest-roadmap in your project.

What does Crest Roadmap need to run?

SKILL.md names no scripts, command-line tools or credentials: Crest Roadmap is instructions for the agent only. Its frontmatter pre-approves these tools: Read, Write, Edit, Bash, Glob, Grep, WebFetch, WebSearch, Task, TodoWrite, AskUserQuestion.

Does Crest Roadmap access the network?

SKILL.md contains no URLs. Any network use would come from the scripts or tools the agent runs. This is read from the text; nothing was executed.

Is Crest Roadmap safe to install?

Our automated static check of SKILL.md found notes only (pre-approves every shell command (allowed-tools: bash)), nothing it rates as a warning. It is not a guarantee. Review the folder before installing.

What licence does Crest Roadmap use?

Crest Roadmap is published under the MIT licence (declared in SKILL.md). It allows redistribution, so the full SKILL.md is shown on this page.

How many tokens does Crest Roadmap use?

About 1.5k tokens (SKILL.md is roughly 6.1k characters). Agents keep only the skill's name and description in context until a task matches; then they load SKILL.md in full.

What are the alternatives to Crest Roadmap?

Skills that share tags, products or a category with Crest Roadmap: Product Management (travisjneuman/.claude, 100 stars), Product Strategist (alirezarezvani/claude-skills, 28k stars), Strategic Roadmap Planning (deanpeters/Product-Manager-Skills, 7.2k stars) and AI Product Strategy Interviewer (PrepLabsAI/InterviewMentor, 112 stars). The comparison table on this page puts their stars, adoption, token cost, safety result and licence side by side.

Who maintains Crest Roadmap?

jeremylongshore (a GitHub user) maintains it in jeremylongshore/tons-of-skills-marketplace, which has 2,827 GitHub stars. The repository holds 3,342 skills in this directory. The repository was last updated on October 10, 2026.

Source: jeremylongshore/tons-of-skills-marketplace on GitHub. Facts on this page come from the repository at the commit we read; the author's words are quoted as theirs.