Hi, I'm Perry Bailes
I build Claude-based agent systems for real businesses, then teach the people who own them to run and extend the work. Claude Code, custom MCP servers, and human-in-the-loop guardrails are the daily tools.
Twenty years of enterprise technology and support leadership before that (LogMeIn, Constant Contact, BetterVet, TheVets). Based in Haverhill, MA (Greater Boston).
Companies & Projects
Public Work
Open-source tooling, published writing, and talks. Everything here is verifiable.
petri-alignment-audit
86-scenario alignment audit of a production model, the safety supplement it produced, and the runtime hooks that enforce it.
GitHubclaude-upgrade-check
Model-drift harness: regression checks and behavior probes that re-baseline whenever the underlying model changes.
GitHubWhen the Helpful Assistant Confabulates
Co-authored, client-approved whitepaper (May 2026): six production Claude Code failure modes and a three-tier control framework.
ReadCustomer case studies
Eyam Health (training-led engagement, the team now builds its own agents) and Ray & Sons Farm and Fleet (owner-run automation stack).
ReadSpeaking
Haverhill AI Summit speaker (June 2026). Hosting "AI for the Rest of Us" at Boston AI Week, September 29, 2026.
Boston AI WeekAI Agent & Automation Services
Outcomes, not hours: the system goes into production and the team that owns it learns to run it.
AI Agent Systems Design
Claude Code agent systems built for production: subagents, hooks, custom MCP servers, and scheduled headless agents, every action gated behind human approval.
AI Enablement & Training
Readiness assessments, use-case prioritization, and hands-on training so the team that owns the system can run and extend it without me.
MCP & API Integration
Custom MCP servers and direct API integrations into the systems a business already runs: Stripe, QuickBooks, Jobber, Google Workspace, Microsoft 365.
Governed Automation
Drafts-only automations with approval queues, runtime canary hooks, and a model-upgrade regression harness, so what ships stays safe as models change.
Systems Built and Running
What I run my own company on, and what I have shipped for clients.
Ops & Finance Command Center
Eight agent roles with approval queues, trust scoring, and cost caps; live ingest from Stripe, QuickBooks, Gmail, Calendar, and Fathom; 500+ automated tests. Google Cloud Run.
Partner (BD Rep) Portal
PWA with server-side scoped data, PIN auth with lockout, commission ledger, and a headless proposal follow-up worker that verifies sent mail before it drafts and never sends.
Alignment Audit → Runtime Safeguards
86-scenario Petri alignment audit turned into a 3-layer runtime canary (pre-action tripwire, self-audit, false-positive detector). Published as open source.
Cert Forge
Exam simulator and study tracker for the four Anthropic partner certifications: 266-item banks, spaced retrieval, RLS-locked answer keys. Cloud Run + Supabase.
Scheduled Claude Code Automations
A dozen headless agents in production (proposal follow-up, same-day proposals, social queue, newsletter drafting, nightly skill-regression checks), all drafts-only with human approval.
Client Systems
A HIPAA-bound (BAA) remittance agent for a home-health agency, a governed agent system for a regional planning commission, direct-API integrations replacing Zapier for a field-services business.
Core Competencies
Twenty years of technology leadership combined with hands-on Claude Code development.
Claude Code Systems
- Subagents & Hooks
- Custom MCP Servers
- Agent Skills
- Headless Scheduled Agents
Building & Shipping
- Node.js / Python
- Google Cloud Run & Cloud Build
- Stripe, QuickBooks, Google Workspace APIs
- Supabase / PostgreSQL / SQLite
Enablement & Governance
- Training & Train-the-Trainer
- Human-in-the-Loop Guardrails
- Alignment Testing (Petri)
- Regulated-Industry AI (HIPAA)
Career Highlights
Building AI-enabled infrastructure and leading technology teams.
Support Forge
2024 - Present
Founder & Principal AI Consultant
AI consultancy that has put Claude-based agents and automations into production for 20+ clients, then trained the owning teams to run them. Registered member, Anthropic Claude Partner Network.
TheVets
2024 - 2025
Director of IT & Technical Operations (Interim VP of Technology)
Led technical infrastructure and budget, implemented AI solutions for management systems, and built a culture of accountability.
BetterVet
2021 - 2024
Director of Technology
Expanded operations across 27 US cities, overseeing CRM and AI initiatives. Promoted Manager → Senior Manager → Director.
Constant Contact
2014 - 2017
Manager, Account Review & Coaching
Built Salesforce dashboards and analytics tools adopted org-wide; drove customer education programs that reduced support friction.
LogMeIn
2006 - 2014
Manager, Technical Support
Directed 24x7 global support operations, generating $2.5M in support-to-sales conversions.
Ready to Build Your AI Infrastructure?
Let's talk about which workflow goes first, what governs it, and who on your team runs it after handoff.
Schedule a Consultation