sherwin-wu-ai-engineering-leadership

name	Sherwin Wu: AI Engineering Leadership
description	Platform-level AI engineering strategy, agent fleet management, deployment diagnostics, and model upgrade planning from the Head of Engineering at OpenAI's API Platform.
version	2.0
format	completion-engine
workflows	4

Sherwin Wu: AI Engineering Leadership

Sherwin Wu is Head of Engineering at OpenAI's API Platform — the infrastructure powering virtually every AI startup. Extracted from a deep-dive interview on Lenny's Podcast (17,768 words). His vantage point is unique: he sees deployment patterns, failure modes, and adoption curves across thousands of companies simultaneously. These aren't theories — they're empirical observations from building the platform the AI economy runs on.

Available Workflows

#	Workflow	Produces	Use When
ai	AI Strategic Foresight Roadmap	AI Strategic Opportunity & Obsolescence Report	Planning long-term AI product strategy or evaluating new market trends
agentic	Agentic Infrastructure Lifecycle	Agentic Operating System & Migration Blueprint	Building, managing, or upgrading a fleet of autonomous AI agents
ai	AI Adoption & Alignment Audit	AI Deployment Recovery & Communication Plan	AI initiatives are failing to show ROI or there is friction between engineering and product teams
ai	Production Hardening Sentinel	AI Production Reliability Blueprint	Moving AI from demo to production, building unattended AI pipelines, or after silent quality degradation

Quick Reference

• Genius Context: genius.md — load before any workflow
• Legacy Prompts: references/_legacy-prompts/ — archived atomic prompts

Execution Prompts (structure-pure v2)

7 deterministic practitioner prompts — each carries an Output Contract, Output Skeleton, and Quality Gate. When a deliverable matches one, Read it and honor its contract instead of improvising the output shape.

• Sherwin Wu — AI Deployment ROI Diagnostic — skills/sherwin-wu-ai-engineering/references/prompts-v2/01-ai-deployment-diagnostic.md
• Sherwin Wu — N-Order Opportunity Scanner — skills/sherwin-wu-ai-engineering/references/prompts-v2/02-n-order-opportunity-scanner.md
• Sherwin Wu — Agent Fleet Commander — skills/sherwin-wu-ai-engineering/references/prompts-v2/03-agent-fleet-commander.md
• Sherwin Wu — Context Architecture Builder — skills/sherwin-wu-ai-engineering/references/prompts-v2/04-context-architecture-builder.md
• Sherwin Wu — Scaffolding Obsolescence Audit — skills/sherwin-wu-ai-engineering/references/prompts-v2/05-scaffolding-obsolescence-audit.md
• Sherwin Wu — Developer-to-PM Translator — skills/sherwin-wu-ai-engineering/references/prompts-v2/06-developer-to-pm-translator.md
• Sherwin Wu — Model Upgrade Migration Planner — skills/sherwin-wu-ai-engineering/references/prompts-v2/07-model-upgrade-migration-planner.md