Strategic IT Leadership

Greg Hamelin

I help organizations build resilient IT infrastructure, navigate CMMC compliance, integrate AI solutions, and drive digital transformation — with 10+ years of strategic IT leadership.

vCIO
IT Strategy Advisor
AI & Automation
Transformation
Compliance & Security
CMMC, NIST, HIPAA
Cloud Architecture
AWS & Azure
Greg Hamelin — vCIO & Cybersecurity Strategist

Turning IT Challenges Into Strategic Advantages

I'm a dynamic vCIO and Cybersecurity Strategist with over a decade of experience in IT strategic planning, consultative sales, and business development. I've built my career at the intersection of technology and business — helping organizations transform their IT from a cost center into a competitive advantage.

Currently specializing in CMMC compliance frameworks, AI integration and IT modernization through cloud architecture, I provide strategic guidance for growth-oriented organizations. Whether it's developing multi-year IT roadmaps, leading teams through DoD certification, or deploying secure cloud solutions — I bring both strategic vision and hands-on technical depth.

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Strategic Planning

Multi-year IT roadmaps aligned with business goals

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CMMC Compliance

Expertise in CMMC, NIST, and DFARS

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Cloud Architecture

Multi-cloud environments and hybrid solutions

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AI Solutions

Streamlining workflows with AI agents & automation

Areas of Expertise

Combining strategic IT leadership with deep technical knowledge to deliver measurable business outcomes.

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vCIO Strategy

Develop and execute multi-year IT roadmaps aligned with business goals — focusing on risk mitigation, digital transformation, and measurable ROI.

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CMMC Compliance

CCP-certified guidance through the CMMC certification process — ensuring technical and administrative adherence to Department of Defense standards.

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Cloud Hosting & AWS

Deploy and manage web hosting environments using AWS services — Route 53, Lightsail, EC2 instances, and S3 — delivering reliable, secure infrastructure.

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AI Integration

Build and deploy AI agents, chatbots, and intelligent automation — leveraging APIs, locally hosted LLMs, and Linux-based AI infrastructure to solve real business problems.

Professional Experience

July 2016 — Present

Account Relationship Manager / vCIO

Paragus Strategic I.T. — Hadley, MA

  • Develop and execute multi-year IT roadmaps aligned with client business goals, focusing on risk mitigation and digital transformation
  • Lead clients through CMMC compliance, ensuring adherence to DoD standards
  • Deploy and manage web hosting environments in AWS using Route 53, Lightsail, EC2, and S3
  • Lead cross-functional teams, mentoring members on consultative sales and cybersecurity
May 2013 — Present

Technical Consultant / Web Developer

Western Mass Web Design and Programming

  • Design and maintain custom websites for local nonprofits and businesses using Python and JavaScript/Node.js
  • Optimize web performance and community engagement through effective UI/UX design and cloud-hosted solutions
Jan 2015 — June 2016

System Support Specialist

Paragus Strategic I.T. — Hadley, MA

  • Managed intake and troubleshooting for complex server, network, and workstation issues
  • Handled firewall configurations and Active Directory administration
  • Coordinated with clients to provide rapid, effective technical solutions

Skills & Certifications

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CMMC Certified Professional (CCP)

The Cyber AB — Exam Passed · Pending Tier 3 Background Check

🎯 Strategic Leadership

vCIO Strategic Planning Account Management Business Development Board Governance Consultative Sales Client Retention

🛡️ Security & Compliance

CMMC Framework (CCP) Active Directory / GPO TCP/IP Networking Security Auditing Risk Mitigation Firewall Configuration

⚙️ Technical Infrastructure

AWS (Route 53, Lightsail, EC2, S3) Python Node.js / JavaScript AI Agents & Chatbots Local LLM Hosting Windows Server Admin GNU/Linux ConnectWise Manage

Advisory & Board Experience

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Board of Directors

Paragus Strategic I.T.

2022 — Present

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CIT Advisory Board

Springfield Technical Community College

2019 — Present

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Career Ambassador

Tech Foundry

2016 — 2021

Academic Background

Bachelor of Arts: Computer Science

Information Technology and Security — Dual Major

Our Lady of the Elms — Chicopee, MA

High Honors

Get in Touch

Whether you're looking for a strategic IT leader, need CMMC compliance guidance, or just want to connect — I'd love to hear from you.

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