Perry Bailes

AI Consultant & Technology Leader

Boston, MA / North Shore
perry.bailes@gmail.comme.jbailes.com
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Summary

AI consultant and technology leader actively building AI-enabled infrastructure that empowers businesses to leverage autonomous agent systems, MCP server orchestration, and workflow automation platforms. 15+ years of experience in IT leadership, specializing in democratizing AI for business leaders through AI-assisted development, cloud infrastructure, enterprise integrations, and end-to-end automation solutions.

Experience

Founder & Principal AI Consultant

2025 - Present

Support Forge LLC - Haverhill, MA

  • •Building AI-enabled infrastructure for businesses using MCP protocol orchestration
  • •End-to-end technology advisement and AI integration strategy consulting
  • •Designing autonomous agent systems with multi-tool integration (GitHub, AWS, Kubernetes, Playwright)
  • •Conducting AI readiness audits to optimize business operations
  • •Developing low-code/no-code automation solutions for rapid deployment
  • •Rapid prototyping and iterative development for accelerated time-to-value

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

MCP Server OrchestrationAutonomous AgentsClaude AI SystemsMulti-Tool IntegrationAI Readiness Frameworks

development

AI-Assisted DevelopmentLow-Code/No-CodeAWS InfrastructureAPI IntegrationsQA Testing

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 (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