Perry Bailes

About Me

AI Consultant & Technology Leader actively building AI-enabled infrastructure.

Boston, MA / North Shore
Open to opportunities

I'm Perry Bailes, an AI consultant and technology leader based in Boston, MA and the North Shore area. I'm actively building AI-enabled infrastructure that empowers businesses to leverage autonomous agent systems, MCP server orchestration, and workflow automation platforms—without requiring deep technical expertise.

With 15+ years of technology leadership experience, I specialize in democratizing AI for business leaders. My focus is on AI-assisted development, cloud infrastructure, enterprise integrations, and end-to-end automation solutions that deliver real business value quickly.

I combine hands-on AI agent development with strategic technology advisement, helping SMBs evaluate and implement AI solutions through comprehensive readiness assessments and custom automation frameworks. I balance being a student with serving as a teacher and mentor to those around me.

AI Agent Architecture & Business Enablement

MCP Server Orchestration with Claude
Multi-Tool Integration (GitHub, AWS, Kubernetes, Playwright, Fathom)
AI Readiness Assessment Frameworks for SMBs
Workflow Automation with Low-Code/No-Code Platforms
AI-Assisted Rapid Development
QA Testing & Automation Systems

Experience

AI Consultant & Founder

SupportForge

2025 - Present

Building AI-enabled infrastructure for businesses. End-to-end technology advisement, AI agent systems design with MCP protocol orchestration, AI readiness audits, and low-code/no-code workflow automation.

Director of IT and Technical Operations

TheVets

2024 - Present

Created a culture of accountability and leadership. Implemented AI solutions for management systems and managed technical infrastructure and budget.

Director of Technology

BetterVet

2021 - 2024

Expanded operations across 27 US cities. Oversaw CRM and AI initiatives, recruited and trained technical staff.

Manager, Technical Support

LogMeIn

2006 - 2014

Directed 24x7 global support operations. Improved satisfaction metrics and generated $2.5M in support-to-sales conversions.

Education

BBA in Business and Information Systems

University

2002

BA in History and Asian Studies

Georgia Southern University

1996