“What Would You
Say You Do Here?”
AI-powered interviews that turn your expertise into useful documents.
Build an AI skill, craft your personal brand brief, or get a career coaching report. Have a 10-minute conversation — get a polished document.
No account needed — start immediately.Quick Skill Chat
5-10 minutes. A focused conversation about your core expertise.
→ Generates a SKILL.md file
Full Skill Interview
20-40 minutes. Deep dive into how you think, decide, communicate, and work.
→ Generates a complete skill package
Personal Brand Brief
10-15 minutes. Build a creative brief that captures your professional brand.
→ Generates a brand creative brief
Career Coaching
10-15 minutes. Discover your strengths and get actionable career direction.
→ Generates a coaching report
WITHOUT A SKILL
You re-explain your role, constraints, and preferences every single session. Claude gives you generic, one-size-fits-all answers. You spend more time prompting than working.
THE SKILL.MD
A structured file that captures your expertise, decision-making frameworks, communication style, and domain knowledge. Install once, use everywhere.
WITH A SKILL
Claude already knows your role, your tools, your reasoning patterns. Output is calibrated to your domain. AI works like a colleague who gets you.
Have a conversation
Answer questions about your expertise. Skip anything you want.
Review your skill
Preview the generated SKILL.md and test it with real prompts.
Install and use
Download and drop into Claude, ChatGPT, or any of 40+ supported tools.
# Senior Product Manager — Fintech
## Description
Use this skill when working on consumer fintech product decisions,
PRD authoring, or stakeholder communication in wealth management.
## Instructions
- Apply a reversibility framework to decisions: bias toward speed
for reversible choices, invest in analysis for irreversible ones
- Lead stakeholder updates with revised dates and impact — not excuses
- Prioritize features using ICE scoring weighted by regulatory risk
- When uncertain, gather one more data point, then decide
- Write PRDs that lead with the user problem, not the solution
## Decision-Making Framework
- Two-way door decisions: ship this week, measure, iterate
- One-way door decisions: require sign-off from compliance + eng lead
- Default to async over meetings; reserve sync time for debates
## Communication Style
- Executive summary first, details below the fold
- Use data to support, never to intimidate
- “Here’s what changed and why” over “per my last email”What is a SKILL.md? +
A SKILL.md is a structured markdown file that teaches an AI assistant how to work like you do. It captures your expertise, decision-making frameworks, communication style, and domain knowledge in a format that tools like Claude, ChatGPT, Cursor, and 40+ others can understand and apply.
How is this different from a system prompt? +
A system prompt tells an AI what to do in a single conversation. A SKILL.md is a portable, installable file that works across tools and sessions. It’s structured to capture not just instructions but reasoning patterns, boundaries, and voice — the things that make your expertise yours.
Do I need to be a developer? +
Not at all. Two Bobs is built for PMs, analysts, consultants, designers, and anyone with expertise worth capturing. The interview is a conversation — just answer questions about what you do and how you think.
What are the different interview modes? +
Quick Skill Chat (5-10 min) covers your core expertise and generates a SKILL.md file. Full Skill Interview (20-40 min) goes deeper into decision-making, communication style, and boundaries for a complete skill package. Personal Brand Brief (10-15 min) creates a professional creative brief covering your identity, audience, voice, and positioning. Career Coaching (10-15 min) helps you discover strengths and get actionable career recommendations.
Is it free? +
Yes, free. The free tier includes limited sessions per day with message limits per interview phase. No account needed to start. Sign in with GitHub or Google to save sessions permanently — anonymous sessions expire after 72 hours.
What tools does it work with? +
Claude Code (CLAUDE.md), Claude.ai (Custom Instructions), Cursor (.cursorrules), Windsurf, GitHub Copilot, and 40+ others supporting custom system prompts.
Can I edit my SKILL.md after it’s generated? +
Yes. It’s a plain text file you own completely. Edit in any text editor, or run a new interview to add more expertise. Your skills should evolve as your role does.
Is my data private? +
Yes. Your conversation data is used to generate your skill and is not sold or shared with data brokers. Interview text is processed via Anthropic’s Claude API, and all data is hosted on Cloudflare infrastructure. You own your generated output completely. Anonymous sessions expire after 72 hours. See our Privacy Policy for details.
Ready to capture what you know?
Build a skill, craft your brand, or get career clarity.