James Shehan
About
I'm an AI product strategist turned builder — 10+ years driving digital transformation in enterprise operations and AI, now shipping production systems myself. At Right at Home, a 350+ location home care franchise network, I built and deployed three enterprise AI products in a compliance-heavy, healthcare-adjacent environment: a multi-agent real-time voice AI sales coaching platform with persona simulation and automated rubric grading, a natural-language-to-SQL analytics tool that lets non-technical users query enterprise data in plain English, and an AI-powered knowledge system that gives staff instant answers from policy and operational documents. I also developed and implemented the corporate and franchise AI strategy, AI governance framework, and organization-wide enablement programs — bringing PMP-level execution discipline to AI product delivery. Beyond enterprise, I've shipped 2 personal AI projects: an AI sommelier that searches 71K+ wine reviews and a self-hosted multi-agent AI platform running on commodity hardware at $10–29/month — 5 AI products shipped and counting. I hold a PMP, Azure AI Engineer Associate, Agentic AI Business Solutions Architect, and Certified Sommelier credential — the Sommelier powering the wine AI, because the best products come from real domain expertise. AWS Solutions Architect Associate in progress.
Work Experience
Education
Skills
Check out my latest work
Personal AI projects and enterprise products I've built end-to-end — from architecture and system design through production deployment.
Pitch Coach AI
Real-time AI sales coaching with two-brain architecture for sub-second voice latency and async rubric grading.
Enterprise-grade real-time voice AI sales coaching platform deployed across a 350+ location franchise network. Two-brain architecture: a real-time actor handles live conversation via Azure OpenAI gpt-realtime, while an async grader evaluates performance against rubric-based criteria. Features dynamic JSON buyer personas, structured feedback, and LiveKit for low-latency voice streaming.
Vinny — AI Wine Concierge
Two-tier RAG wine recommendation engine with hybrid search, Cohere reranking, and MCP tool protocol.
Designed and built a full-stack AI wine recommendation engine with two-tier RAG across 71K wine reviews and 181 Wikipedia articles. Features MCP server integration, 10 specialist agents, Supabase with pgvector for semantic search, rate limiting via Upstash Redis, and enterprise-grade CSP security headers.
Hive — Multi-Agent Infrastructure
Self-hosted multi-agent infrastructure with 6-layer security, Docker sandboxing, and $10-29/month operating cost.
Architected a self-hosted multi-agent infrastructure node with Docker sandboxing, 6-layer security model, and 19 Architecture Decision Records. Features LiteLLM cost governance, QMD hybrid search, Tailscale zero-trust mesh networking, and cloud-init with LUKS + TPM2 encryption for bare-metal deployment.
Writing
I write about AI architecture, multi-agent systems, and shipping AI products at enterprise scale.
Read the blog· 5 articlesGet in Touch
I'd love to connect — whether it's about AI product strategy, multi-agent systems, or just swapping ideas.
Reach out on LinkedIn or send me an email.