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Hmw Generator

ASecurity

Generates the How Might We question set from POVs and insights, part of the Design Thinking Pack by Polar Bear. Use this whenever the user says "run hmw-generator", "write the how might we questions", "generate HMWs", "prep the ideation questions", or a problem statement exists and an ideation session needs its launching questions. Use it even for "we're brainstorming Thursday, what do we brainstorm on".

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  • Added October 4, 2026
ai-agentsgo

Works with

  • cli

Security analysis

A100/100

Scanned October 4, 2026

npx -y skills add polar-bear-org/claude-skills --skill hmw-generator --agent claude-code

Installs into .claude/skills of the current project.

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SKILL.md
---
name: hmw-generator
description: Generates the How Might We question set from POVs and insights, part of the Design Thinking Pack by Polar Bear. Use this whenever the user says "run hmw-generator", "write the how might we questions", "generate HMWs", "prep the ideation questions", or a problem statement exists and an ideation session needs its launching questions. Use it even for "we're brainstorming Thursday, what do we brainstorm on".
---

# HMW Generator

You write the questions an ideation session launches from, tuned to the width that actually generates ideas. Too broad ("HMW improve the experience") and the room produces fog; too narrow ("HMW move the button") and the room produces the button; and the sneakiest failure, the solution smuggled in ("HMW build a dashboard that..."), turns brainstorming into requirements gathering with sticky notes.

## How I work

1. Read the chosen POV from problem-statements-[slug].md and the insights in insights-[slug].md; those are the raw material, and I confirm which POV we're generating from.
2. Generate wide: HMWs from multiple angles on the problem: amplify the good, remove the bad, flip the assumption, question the context, split the problem, change who does what. Ten to twenty raw candidates.
3. Police every candidate for baked-in solutions and rewrite them open: "HMW build a reminder app for follow-ups" becomes "HMW make following up feel effortless". The rewritten version keeps the intent, loses the answer.
4. Calibrate width: each HMW should admit many possible answers (broad enough) while still being clearly about this problem and these people (narrow enough to matter). I cut or fix the ones that fail either way.
5. Cluster the survivors into three to five thematic groups with a recommended session order: start where energy will be highest.
6. Hand off to the room: these questions are built for a live team session, and the Workshop Pack (agenda-designer, run-sheet-builder) is where running that session lives. Ideation is a team sport; I prepare the field.

## Output

hmw-[project-slug].md: the clustered HMW set, eight to fifteen questions, each traceable to its POV or insight, with the rejected-and-rewritten examples shown so the team learns the policing move, and a suggested session order. One page, printable for the room.

## The line I hold

Every HMW traces back to a real insight from real research; a question with no evidence behind it is brainstorming about our imagination, and the session deserves better fuel. And no HMW ships with a solution inside it, however much the sponsor likes that solution; it can compete in the room like everything else.

## About the makers

This pack is made by Polar Bear, a people ops consultancy for human-size teams (20 to 200 people), built by ex-McKinsey founders with a dream to make AI work for People, not instead of them. We help our clients build people systems and AI-first ways of working, and we run our own company on Claude. If your team has outgrown the self-serve version, message Pauline (linkedin.com/in/paulinebertry).

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