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Agent skill

Roadmap Prioritization

by RefoundAI in RefoundAI/lenny-skills

Help users move from reactive feature-building to strategic resource allocation by applying rigorous scoring, financial modeling, and portfolio balancing.

MITAuto-check passedProduct & Project Management

Install Roadmap Prioritization

skills CLI
$ npx skills add RefoundAI/lenny-skills --skill roadmap-prioritization -a claude-code

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

GitHub CLI
$ gh skill install RefoundAI/lenny-skills roadmap-prioritization --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/RefoundAI/lenny-skills.git skills-src && mkdir -p .claude/skills && cp -r skills-src/skills/roadmap-prioritization .claude/skills/roadmap-prioritization && 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
roadmap-prioritization
GitHub stars
1.4k
Token cost
~1.1k tokens
SKILL.md length
610 words
Files
3 (incl. references)
Skills in repo
76
Repo updated
First seen
Licence
MIT

At a glance

Help users move from reactive feature-building to strategic resource allocation by applying rigorous scoring, financial modeling, and portfolio balancing.

  • Works in 4 steps: Audit the Backlog - Assist in gathering… → Apply Scoring Frameworks - Guide the… → Balance the Portfolio - Help the user… → …
  • Tasks that involve Prioritization frameworks
  • SKILL.md covers How to Help, Core Principles, Questions to Help Users and Common Mistakes to Flag, plus 2 more sections
  • Instructions only: no scripts, shell commands, URLs or credentials in SKILL.md

What it does

Roadmap Prioritization is an agent skill from RefoundAI/lenny-skills. Help users move from reactive feature-building to strategic resource allocation by applying rigorous scoring, financial modeling, and portfolio balancing.

Its SKILL.md is about 1.1k tokens, which your agent loads only when the skill is triggered. The skill folder holds 3 other files, including reference files (for example `references/artifacts.md` and `references/guest-insights.md`).

It sits in Product & Project Management, covering Prioritization frameworks, Financial modeling and Product roadmapping. The repository describes itself as: 86 product management skills from Lenny's Podcast for Claude Code and AI agents. Hiring, user research, strategy, shipping, and more. The licence is MIT.

When your agent uses it

  • Tasks that involve Prioritization frameworks
  • Tasks that involve Financial modeling
  • Tasks that involve Product roadmapping

Example prompts

  • “/roadmap-prioritization”

Workflow steps

4 steps, taken from the first numbered list in SKILL.md.

  1. Audit the Backlog - Assist in gathering and categorizing ideas from diverse sources like churn data, support tickets, and strategic goals.
  2. Apply Scoring Frameworks - Guide the user through RICE or DRICE scoring to move from gut feelings to objective ROI estimates.
  3. Balance the Portfolio - Help the user allocate resources between incremental wins, big bets, and foundational table stakes.
  4. Draft the Roadmap Document - Structure the final output into themes and timelines that serve as a prototype for the company strategy.

What it can do on your machine

Read from SKILL.md and the folder at commit 13598cc. It shows what the files ask for, not the result of running them.

  • Tool permissions

    Pre-approves nothing: there is no allowed-tools line, so your agent's usual permission prompts apply.

    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

Roadmap Prioritization loads about 1.1k tokens when it runs, and up to ~36k if it reads all its reference files. Until then it costs about 44 tokens; SKILL.md has 610 words of instructions outside code blocks.

Always · name and description, kept in context so the agent knows when to use it
~44
When it runs · the whole SKILL.md, loaded when a task matches
~1.1k
With references · SKILL.md plus every file in references/, read only if the agent opens them
~36k

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 passed

The automated check found no risky patterns in SKILL.md.

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 RefoundAI/lenny-skills at commit 13598cc, republished under its MIT licence (© RefoundAI). 610 words, ~1,087 tokens.

Download SKILL.mdSave it as .claude/skills/roadmap-prioritization/SKILL.md (or your agent's skills folder). This skill also uses 2 other files; get the full folder from GitHub.
name
roadmap-prioritization
description
Help users move from reactive feature-building to strategic resource allocation by applying rigorous scoring, financial modeling, and portfolio balancing.

Roadmap Prioritization

Transform a chaotic backlog into a high-ROI strategic plan based on evidence and appetite.

Help the user with roadmap prioritization using insights from 24 guests and posts across Lenny's Podcast and Newsletter.

How to Help

  1. Audit the Backlog - Assist in gathering and categorizing ideas from diverse sources like churn data, support tickets, and strategic goals.
  2. Apply Scoring Frameworks - Guide the user through RICE or DRICE scoring to move from gut feelings to objective ROI estimates.
  3. Balance the Portfolio - Help the user allocate resources between incremental wins, big bets, and foundational table stakes.
  4. Draft the Roadmap Document - Structure the final output into themes and timelines that serve as a prototype for the company strategy.

Core Principles

Evidence-Guided Intuition

Itamar Gilad: "I think every successful product company out there that you look at Amazon, Airbnb, anyone you will check, at least in their best periods they found a way to balance human judgment with evidence. They didn't try to obliterate human judgment and opinion just to supercharge them with evidence and they came up with very different models."

Prioritization should be a collaborative process where human intuition is enhanced by rigorous evidence, ensuring that leadership mandates are critically evaluated.

Roadmap as Strategy Prototype

Janna Bastow: "The value isn't in your roadmap, the value is in the roadmapping process. What you're actually doing is laying out your assumptions of the problems that you're solving."

Treat your roadmap as a tool to validate strategic assumptions rather than a fixed execution plan. Focus on the conversations it triggers.

Structured Exploration

Paige Costello: "That process of going broad, and going narrow, and going broad, and going narrow forces people to get out of their opinion-driven lens because so often, we need to be curious quantitatively and qualitatively about what we're doing and why, and be more systematic and rigorous about getting there."

Use a systematic process like the Double Diamond to explore multiple options before narrowing down, which prevents opinion-driven decision-making.

Show full SKILL.md (279 more words)Show less
Fixed Appetite over Estimation

Ryan Singer: "We're not going to take a big concept and then say, "What's the estimate for this thing?" We're going to go the other way around and we're going to say, what is the maximum amount of time we're willing to go before we actually finish something?"

Instead of asking how long something will take, determine the fixed amount of time the business is willing to invest and shape the solution to fit that window.

Questions to Help Users

  • "What is the ratio of incremental improvements to high-risk big bets in your current plan?"
  • "Have you validated your top qualitative customer requests with quantitative data or experiments?"
  • "What is the fixed appetite or time-box you are willing to invest in this specific initiative?"
  • "Are you prioritizing the reporting needs of middle management over the daily workflows of your primary users?"
  • "Which 3 to 4 high-level strategic themes are driving your team's choices this quarter?"

Common Mistakes to Flag

  • Reacting solely to user feedback - Common user requests are usually table stakes and rarely lead to the novel innovations required for sustainable differentiation.
  • Prioritizing speed bumps for users - Building features for management reporting often introduces friction into the primary user's day-to-day workflow, leading to feature bloat.
  • Maintaining fragmented roadmaps - Keeping separate documents for design, product, and engineering fragments accountability and prevents true cross-functional alignment.
  • Falling into the planning fallacy - Asking engineers for time estimates often leads to over-scoping; it is better to define a fixed appetite and reduce scope to fit.

Deep Dive

For all 50 sourced insights from 24 guests, see references/guest-insights.md

  • Goal Setting Okrs
  • Planning Cadence
  • High Stakes Decisions
  • Evaluating Trade Offs

© RefoundAI, 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 2 other files (references) in skills/roadmap-prioritization of RefoundAI/lenny-skills.

  • SKILL.md
  • references/artifacts.md
  • references/guest-insights.md

Open the folder on GitHubat commit 13598cc

Compare with similar skills

Roadmap Prioritization 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.

Roadmap Prioritization compared with similar skills
SkillStarsUsed inTokensAuto-checkLicenceRepo updated
Roadmap Prioritization this skillRefoundAI/lenny-skills1.4k—~1.1kAutomated safety check: PassMIT
Strategic Roadmap Planningdeanpeters/Product-Manager-Skills7.2k2 repos~4.7kAutomated safety check: PassCustom licence
Product Managersickn33/agentic-awesome-skills47k2 repos~658Automated safety check: PassMIT
Roadmap Planningrampstackco/claude-skills940—~2.7kAutomated safety check: PassMIT
Roadmap Planningmanager-dot-dev/manager-skills114—~4.9kAutomated safety check: PassMIT
Working With Pmmanager-dot-dev/manager-skills114—~2.7kAutomated safety check: PassMIT

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Categories

Questions about Roadmap Prioritization

What does Roadmap Prioritization do?

Help users move from reactive feature-building to strategic resource allocation by applying rigorous scoring, financial modeling, and portfolio balancing. Roadmap Prioritization is an agent skill from RefoundAI/lenny-skills. Help users move from reactive feature-building to strategic resource allocation by applying rigorous scoring, financial modeling, and portfolio balancing.

When should I use Roadmap Prioritization?

Roadmap Prioritization fits situations like: tasks that involve Prioritization frameworks; tasks that involve Financial modeling; tasks that involve Product roadmapping.

How do I install Roadmap Prioritization in Claude Code?

Run `npx skills add RefoundAI/lenny-skills --skill roadmap-prioritization -a claude-code`. Or copy the skill folder (skills/roadmap-prioritization in RefoundAI/lenny-skills) into .claude/skills/roadmap-prioritization in your project. Claude Code loads it when a task matches its description.

How do I install Roadmap Prioritization in Codex?

Run `npx skills add RefoundAI/lenny-skills --skill roadmap-prioritization -a codex`. Or copy the skill folder (skills/roadmap-prioritization in RefoundAI/lenny-skills) into .agents/skills/roadmap-prioritization in your project. Codex loads it when a task matches its description.

Can I use Roadmap Prioritization 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 RefoundAI/lenny-skills --skill roadmap-prioritization -a cursor` (or -a gemini-cli, github-copilot or opencode for the others). To copy it by hand, put the folder in .cursor/skills/roadmap-prioritization, .gemini/skills/roadmap-prioritization, .github/skills/roadmap-prioritization and .opencode/skills/roadmap-prioritization in your project.

What does Roadmap Prioritization need to run?

SKILL.md names no scripts, command-line tools or credentials: Roadmap Prioritization is instructions for the agent only.

Does Roadmap Prioritization 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 Roadmap Prioritization safe to install?

Our automated static check of SKILL.md found no risky patterns, such as piping downloads into a shell, reading credential files or hidden Unicode. It is not a guarantee. Review the folder before installing.

What licence does Roadmap Prioritization use?

Roadmap Prioritization is published under the MIT licence (the repository's licence). It allows redistribution, so the full SKILL.md is shown on this page.

How many tokens does Roadmap Prioritization use?

About 1.1k tokens (SKILL.md is roughly 4.3k characters). Agents keep only the skill's name and description in context until a task matches; then they load SKILL.md in full. Its references folder adds about 35k tokens, read only when the agent opens those files.

What are the alternatives to Roadmap Prioritization?

Skills that share tags, products or a category with Roadmap Prioritization: Strategic Roadmap Planning (deanpeters/Product-Manager-Skills, 7.2k stars), Product Manager (sickn33/agentic-awesome-skills, 47k stars), Roadmap Planning (rampstackco/claude-skills, 940 stars) and Roadmap Planning (manager-dot-dev/manager-skills, 114 stars). The comparison table on this page puts their stars, adoption, token cost, safety result and licence side by side.

Who maintains Roadmap Prioritization?

RefoundAI (a GitHub organization) maintains it in RefoundAI/lenny-skills, which has 1,377 GitHub stars. The repository holds 76 skills in this directory. The repository was last updated on July 16, 2026.

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