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

AI Consultant & Founder

2025 - Present

SupportForge - Remote

  • 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 and Technical Operations

2024 - Present

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
  • Drive digital transformation initiatives across the organization

Director of Technology

2021 - 2024

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

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

Education

BA in History and Asian Studies

1996

Georgia Southern University - Statesboro, GA

History MajorAsian Studies