Currently building Paput.ai / EUCompli.ai: AI-powered automation and compliance workflows for teams that need useful automation without months of implementation drag.
My current work is mostly private product work, so I keep public proof in a sanitized repo and short proof page: gary-dobkin-proof-of-work / proof page.
- Building production agent workflows with durable task state, structured outputs, tool-backed execution, approval gates, traceability, and observability.
- Moving compliance and security-adjacent workflows from prompts and prototypes into systems with evidence, ownership, and review paths.
- Connecting AI product work to the operating problems I know well: onboarding, customer success, deployment, support, executive reporting, and time-to-value.
- Production Agent Systems - Rails/Solid Queue orchestration, narrow agents, evidence capture, validation, monitoring, and Firecracker-backed isolated compute paths.
- Customer Success + AI Operations - how customer success discipline changes AI adoption: workflow ownership, handoffs, health signals, review gates, and time-to-value.
- Global Security Deployment - lessons from leading 26-person global security onboarding across SIEM, IDS/IPS, EDR/MDR, US/EMEA/APAC, and 200+ monthly projects.
- Systems Built Index - sanitized map of current systems across compliance scanning, operational SaaS, risk-gated agents, document automation, monitoring, and governance.
- Founded and exited a 12-year MSP serving 50+ AAHA/AVMA-oriented veterinary hospitals.
- Built customer success at Perch Security through acquisition by ConnectWise, reaching 1.7% churn, 96%+ CSAT, and 97% NPS.
- Directed global security deployment operations at ConnectWise across 18 products, 3 regions, and 200+ monthly projects.
Rails 8, Ruby, PostgreSQL, Solid Queue, Rodauth, Pundit, RubyLLM, MCP, TypeScript, Python, Swift, FastAPI, Next.js, React, OpenAPI, Playwright, Docker, Render, Vercel, Firecracker, Tailscale, Langfuse, Supabase, Prisma, GitHub Actions.