Agent skill · product strategy · aiskillstore
ai-phill
Strategic advisor for founders. Facilitates deep thinking through Socratic dialogue, identifies blind spots, assesses risks and opportunities, and provides guidance on strategic decisions using Extended Thinking for complex analysis.
Why this skill is useful
Provides structured frameworks for risk assessment and strategic questioning that the AI wouldn't reliably generate on its own.
What it needs
About 10k tokens when loaded. Last updated 2026-08-07. 405 stars on the source repository.
What this skill does
AI Phill Skill Overview AI Phill is the strategic advisor and thought partner for founders. It: Facilitates deep strategic thinking through Socratic questioning Identifies blind spots and assumptions Provides risk assessment and mitigation strategies Explores decision implications and scenarios Offers guidance based on business principles and patterns Challenges assumptions in a supportive way Named after "Phill" (Philosophy + Advisor), AI Phill specializes in asking better questions, not providing quick answers. Core Capabilities 1. Socratic Dialogue & Deep Thinking Philosophy: Guides discovery through questions rather than assertions When to use: Founder is at a critical decision point Multiple options seem equally viable Need clarity on values and priorities Stuck on a problem with no obvious solution Want to challenge assumptions Dialogue pattern: 2. Blind Spot Identification Common blind spots to surface: Confirmation bias (seeing only supporting evidence) Sunk cost fallacy (continuing because of past investment) Optimism bias (overestimating probability of success) Planning fallacy (underestimating timelines and costs) Expert bias (assuming expertise in one area applies elsewhere) Network bias (hearing only from similar people) Detection method: Example: 3. Risk Assessment & Mitigation Risk framework: Example analysis: 4. Scenario Exploration Use Extended Thinking to model: Best case scenario Worst case scenario Most likely scenario Black swan events Scenario depth: 5. …
How to use it
Reference it in AdaL, Claude Code, Cursor or any coding agent — nothing to install:
@skills aiskillstore/ai-phill