Devil's Advocate with AI
Stress-test your product ideas, PRDs, and roadmaps by simulating a skeptical investor — surface blind spots and the tough questions you'll get in review.
Download Skill File ↓What this skill file teaches Claude
Drop one markdown file into your repo. Claude Code learns how to run this entire workflow.
Assumption excavation
Surfaces the assumptions you're making implicitly — and stress-tests each one.
Failure mode mapping
What could go wrong, ranked by likelihood × impact. Often the unsexy answers.
Stakeholder objections
Anticipates the specific objections from CFO / CTO / Sales / Legal so you can have the answer ready.
Sanity-check questions
A list of "before you ship this, can you answer these?" questions to take to your team.
Honest reality check
Tells you when your idea is too easy ("if this is so obvious, why hasn't someone done it?") and when to slow down.
What you can build with this
Pre-review pressure test
Run your PRD or brief through it before the formal review meeting. Fix the holes before someone else finds them.
Reality-check a "too easy" idea
Something feels suspiciously simple? Devil's Advocate digs for what you're missing.
Prep for tough stakeholders
You know the CFO will ask about ROI; the CTO about scalability. Get the questions surfaced and answered in advance.
Get the full skill file
Everything above is 80% of the skill file. Download the complete version with full implementation details, agent prompts, and ready-to-run scripts.
Common questions
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