| 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
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
