Project Kickoff Grill
Runs a direct, challenging kickoff interview to force shared understanding before new project execution, then synthesizes decisions into a helicopter-view brief.
When to use it
Use when starting a new project, product, or major feature; when plans feel vague; or when the user asks to be grilled/challenged into alignment before implementation.
Principles it encodes
- Be direct and intellectually honest; do not soften unclear thinking.
- Ask one focused question at a time, with a visible checklist of what remains.
- Align 12 areas, from problem statement to milestones: capture a draft, challenge the gaps, confirm the decision.
- An area is aligned only when it is specific, testable, bounded and traceable.
- Push for ambition and meaningful outcomes, not just activity.
- Finish with PROJECT_BRIEF.md: a decision log, open questions with owners, and scope guardrails.
Part of the Way: Clarity is forced, not hoped for, Decide, then write it down
How to use it
Install it into your agent with the skills manager:
npx skills@latest add captainDuckay/skills --skill project-kickoff-grill -yThe full text
SKILL.md
Project Kickoff Grill
Quick start
Use this skill to run a structured grilling session and produce PROJECT_BRIEF.md.
Opening prompt:
"I will challenge ambiguity and assumptions until we have a decision-ready project brief. I’ll be direct when answers are vague, and we’ll align on all 12 kickoff areas before implementation planning."
Operating mode
- Be direct and intellectually honest; do not soften unclear thinking.
- If an answer is vague, say so explicitly and ask a sharper follow-up.
- Push for ambition (clear impact and meaningful outcomes), not just activity.
- Ask one focused question at a time, but keep a visible checklist of remaining areas.
- Do not move on until each area reaches a minimum quality bar.
Alignment workflow (12 areas)
For each area: capture draft -> challenge gaps -> confirm decision.
- Problem Statement: who has what painful problem now, and why now.
- Goals / Success Metrics: measurable outcomes, baseline, target, and timeframe.
- Stakeholders: decision makers, users, impacted teams, approvers.
- Scope (In / Out): explicit included work and explicit exclusions.
- Requirements: functional + non-functional requirements, ranked by priority.
- Constraints: legal, budget, timeline, tech, compliance, and team limits.
- Risks & Assumptions: top risks, assumption confidence, mitigation/validation plan.
- User Workflow: end-to-end user journey, handoffs, and failure/edge paths.
- MVP Definition: smallest valuable release with clear acceptance boundaries.
- Solution Options: at least 2 credible options with trade-offs.
- Architecture Decision: chosen option, rationale, consequences, reversibility.
- Milestones: phased timeline, dependencies, owners, and exit criteria.
Quality bar per area
An area is "aligned" only when it is:
- Specific: no hand-wavy wording (e.g., avoid "better", "faster" without numbers).
- Testable: can be validated with observable evidence.
- Bounded: clear constraints, scope limits, and decision owner.
- Traceable: links to goals and downstream implementation choices.
If not aligned, continue grilling.
Output: PROJECT_BRIEF.md
At the end, produce/update PROJECT_BRIEF.md with these sections:
- Title + date
- Executive summary (helicopter view)
- Sections 1-12 above
- Open questions (blocking vs non-blocking)
- Decision log (what was chosen, rejected, deferred)
- "Scope guardrails" checklist for future feature discussions
Response style during grilling
- Prefer short, pointed questions.
- Call out contradictions immediately.
- Name uncertainty plainly ("This is still vague because...").
- Offer concrete alternatives when the user is stuck.
Completion criteria
Finish only when:
- All 12 areas are aligned to the quality bar.
PROJECT_BRIEF.mdis complete and coherent.- Remaining open questions are explicitly tagged with owner + due milestone.
README.md
project-kickoff-grill
Direct, challenging project-start alignment skill.
What it does
Runs a structured grilling session to force shared understanding, then produces a decision-ready PROJECT_BRIEF.md with a helicopter perspective for future scope and implementation decisions.
When to use
- Starting a new project
- Starting a major initiative/feature with unclear direction
- You want ambiguity challenged early
- You want explicit in/out scope and milestone alignment before implementation
Core alignment areas
- Problem Statement
- Goals / Success Metrics
- Stakeholders
- Scope (In / Out)
- Requirements
- Constraints
- Risks & Assumptions
- User Workflow
- MVP Definition
- Solution Options
- Architecture Decision
- Milestones
Example prompts
- "Use
project-kickoff-grillfor this new idea. Be direct and challenge vagueness." - "Run kickoff grill mode and don’t move on until all 12 areas are aligned."
- "Create/update
PROJECT_BRIEF.mdfrom this conversation using the kickoff grill workflow."
Install (from this repo)
npx skills@latest add captainDuckay/skills \
--skill project-kickoff-grill -y
Notes
- This skill is intentionally high-pressure on clarity.
- It should call out contradictions and untestable goals directly.
- It should not finish until all 12 areas meet the quality bar in
SKILL.md.