roadmap-roast

What problem does it solve?

This Skill helps product leaders and founders turn messy feature lists and delivery schedules into a sharp, evidence-driven critique that reveals sequencing errors, untested assumptions, and market blind spots so teams can prioritise what actually moves the business.

Core Features & Use Cases

• Self-assessment first: Prompts the user for what feels "shakiest" to surface political or risk areas before analysis.
• Market-informed critique: Runs targeted web research to name competitors or market signals and integrates that intelligence into the roast.
• Structured output: Produces a market context, a five-dimension scorecard, a severity-triaged roast (🔴/🟡/🟢), three craft improvements, one concrete thing to do this week, and three specific follow-up threads.
• Scenario & constraints-aware: Applies user-provided constraints (engineer capacity, committed customers, board dates) and supports debate and scenario reframes.

Quick Start

Ask the assistant: "Roast my roadmap — here are the roadmap items, our company stage, and the six-month success metric" and answer the one self-assessment question when prompted.