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.
This agent improvement work turns production handoffs into an engineering backlog. It classifies knowledge versus workflow gaps, links each finding to conversation evidence, and assesses readiness against available tools. Reviewers approve changes and can reverse recorded runbook-access changes while preserving unrelated agent settings. Follow-up reporting calculates runbook usage and ticket handoff signals from stored run and ticket data after approval. Reviewed, gap and ready summaries help teams decide what to change. I designed and implemented the feature; its production rollout is scheduled.
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.
