CTO and principal AI architect, hands-on in production AI

Former Big Four executive (PwC), I serve as CTO and provide executive oversight across Pendoah’s 110-person firm, directly leading 20+ staff in its software and AI group. I connect product strategy, enterprise roadmaps, customer research and UX with architecture, customer delivery and production accountability. Earlier, as CIO of Perry Homes, I oversaw a 45-person technology department plus a 30+ extended team at a homebuilder of about 1,300 employees and about 2,500 contractors and suppliers, while revenue grew from $800M to $1.71B. Across 23+ years, I have sold and implemented software and services for more than 100 enterprises. I have put 30+ AI/ML systems into production and built 50+ in the past three years.

23+

Years in Technology & Leadership

20+

Staff I Lead in Pendoah’s Software & AI Group

100+

Enterprises Across My Career

Core Competencies

Applied AI & Product Engineering

Enterprise conversational AI

OpenAI and Anthropic SDKs, OpenAI Agents SDK

LangGraph and LangChain agent orchestration

Context engineering and hybrid retrieval

Voice AI with Twilio and LiveKit

Evaluation and release gates

Python, FastAPI and TypeScript

Platform Architecture & Operations

Azure, AWS, MCP servers and AI gateways

PostgreSQL / pgvector, Qdrant, Azure AI Search

BullMQ queues, Temporal and event-driven services

Containers and infrastructure as code

OpenTelemetry and Langfuse observability

Staged release and recovery

Engineering & Delivery Leadership

Lead 20+ staff in Pendoah’s software and AI group; CTO oversight across a 110-person firm

Product strategy and architecture direction

Forward deployed engineering

Hiring and mentoring technical leads

Enterprise advisory and commercial delivery

Former CIO; oversaw a 45-person technology department plus a 30+ extended team

How I Work

I start with the operating decision and the evidence it requires. Models handle bounded reasoning and generation; deterministic services own authorization, policy, accepted calculations, side effects, and audit. Human owners retain consequential release authority. Evaluation, production signals, and recovery evidence decide what moves forward.

Current CTO work in enterprise conversational AI

Across Pendoah and separate CTO engagements, I combine engineering management, forward deployed engineering, product strategy and customer analytics. In a current enterprise conversational AI engagement, I guide v3 architecture and stay close to implementation, tracing customer failures back to the tool, context or release behavior that caused them.

I designed and implemented a feature that shows the support AI where it falls short, so the team knows what to fix next, with every change approved by a reviewer. On the same platform's ground-up rebuild, I authored 500+ pull requests in about eight weeks and reviewed and deployed about 300 more from the team.

Some current CTO engagements are delivered through Pendoah; others are direct personal engagements, and I describe them separately from Pendoah employment. Two separate venture-stage businesses have each crossed $1M ARR; those are company figures. The work includes product engineering and a healthcare platform turnaround through a delivered TestFlight beta and technical handover.

Pendoah — software and AI engineering Products, Client Case Studies & Open Source