Perry Bailes

Founder & Principal AI Consultant, Support Forge

Boston, MA / North Shore
perry@support-forge.comwww.jpbailes.com
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Summary

Founder of Support Forge, an AI consultancy that has put Claude-based agents and automations into production for 20+ clients and trained the owning teams to run them independently. Built the governance to match: an 86-scenario Petri alignment audit turned into runtime safeguards, published as open source. Before that, twenty years leading enterprise technology and support organizations: scaled infrastructure from 1 to 27 U.S. markets and redesigned a global training/QA program that drove a $2.5M lift in conversions.

Experience

Founder & Principal AI Consultant

2024 - Present

Support Forge LLC - Haverhill, MA

  • •Scope, sell, deliver, and hand off end-to-end AI engagements: readiness assessment, use-case prioritization, agent and integration build on Claude Code and MCP, governance, and hands-on team training
  • •Put Claude-based agents and automations into production for 20+ clients across healthcare, legal, construction, manufacturing, and financial services
  • •Built an 86-scenario Petri alignment audit into a runtime safety framework with human-in-the-loop controls on every agent action; published as open source
  • •Coached a manufacturer's in-house developer to ship an AI-assisted CPQ pricing engine now in production parallel run; co-authored the client-approved whitepaper on the failure modes it surfaced
  • •Haverhill AI Summit speaker (June 2026); hosting "AI for the Rest of Us" at Boston AI Week (September 2026)
  • •Registered member, Anthropic Claude Partner Network; two published customer case studies

Director of IT & Technical Operations (Interim VP of Technology)

2024 - 2025

TheVets - Remote

  • •Created a culture of accountability and leadership across technical teams
  • •Implemented AI solutions for management systems and operations
  • •Managed technical infrastructure and budget allocation
  • •Drove digital transformation initiatives across the organization

Director of Technology

2021 - 2024 · Promoted Manager → Senior Manager → Director

BetterVet - Remote

  • •Expanded operations across 27 US cities with scalable technology solutions
  • •Oversaw CRM and AI initiatives improving operational efficiency
  • •Recruited and trained technical staff building high-performing teams
  • •Led digital transformation strategy and implementation

President & Founder

2017 - 2020

Wheelhouse Capital Investments - Salem, MA

  • •Founded and led an investment holding company

Manager, Account Review & Coaching

2014 - 2017

Constant Contact - Waltham, MA

  • •Created Salesforce dashboards and analytics tools adopted org-wide without a formal mandate
  • •Drove customer education programs that reduced support friction

Manager, Technical Support

2006 - 2014

LogMeIn - Woburn, MA

  • •Directed 24x7 global support operations across multiple time zones
  • •Improved customer satisfaction metrics through process optimization
  • •Generated $2.5M in support-to-sales conversions
  • •Built and scaled technical support team from ground up

Skills

AI Agent Architecture

Claude Code (subagents, hooks, MCP, headless)Custom MCP ServersAgent SkillsHuman-in-the-Loop GuardrailsAlignment Testing (Petri)

development

Node.js / Python / PowerShellGoogle Cloud Run & Cloud BuildSupabase / PostgreSQL / SQLiteStripe, QuickBooks, Google Workspace APIsGitHub Actions

leadership

Team ManagementMentoringStrategic PlanningChange ManagementPerformance Optimization

business

AI ConsultationWorkflow AutomationBudget ManagementVendor RelationsCross-functional Collaboration

Certifications

Anthropic

  • Registered member, Anthropic Claude Partner Network (Support Forge LLC) — 2026
  • Anthropic Academy course completions (2026): Claude 101 · Claude Code 101 · Claude Code in Action · Building with the Claude API · Introduction to MCP · Introduction to Agent Skills · Introduction to Subagents · Introduction to Claude Cowork
  • AI Fluency (2026): Framework & Foundations · Small Businesses · Nonprofits · Educators · Students

Google

  • Prompting Essentials (2025) · Google Cloud: Generative AI (2025) · AI Essentials Specialization (2025)

Education

BBA in Business and Information Systems

2002

Georgia Southern University - Statesboro, GA

Business AdministrationInformation Systems

BA in History

1996

Georgia Southern University - Statesboro, GA

History