Director of Security & Compliance

About the Company

Paragus IT is Western Massachusetts’ leading managed IT provider, serving innovative small and midsize businesses with world-class service—and a genuine passion for making IT fun. We’re employee-owned, fiercely committed to our clients’ success, and obsessed with continuous improvement in everything we do. We have offices in Hadley, MA, and Worcester, MA.

Recognized as one of Forbes’ 25 Small Giants, our people-first culture fuels our ambition: to serve 1,000 businesses nationwide and set the standard for what an MSP can be. We believe in humility, curiosity, and always asking how we can get better—for our clients, our team, and our community. If you’re looking for a company that does things differently (and isn’t afraid to put in the work), you’ll fit right in at Paragus.

About the Role

We’re looking for a strategic and hands-on Director of Security & Compliance who will lead and mobilize the efforts that keep our company and clients secure, compliant, and resilient. As a key member of the leadership team, you’ll report directly to the COO. This role blends cybersecurity leadership, compliance expertise, operational execution, and team development. You'll be responsible for designing and enforcing best practices, managing security and compliance tools and services, and driving profitability within your department. You’ll also ensure our internal IT systems are protected and that clients consistently meet (and exceed) our baseline security standards. This role may be based in either our Hadley, MA, or Worcester, MA location and requires 3-4 days a week in the office.

What You’ll Do

• Lead the Security & Compliance Function: Develop and maintain policies, standards, processes, and tools that ensure cyber readiness, regulatory compliance, and operational excellence for Paragus and our clients.
• Drive Profitability & Efficiency: Optimize team utilization, reduce preventable support cases, and find opportunities for automation and revenue generation.
• Own IT Compliance Strategy: Act as the company’s subject matter expert on industry regulations and provide compliance consulting and guidance to clients. You'll also design and embed compliance processes into assessments, ensuring they’re executed effectively — whether handled in-house or through trusted partners.
• Uphold Internal Security Standards: Oversee Paragus IT’s infrastructure, ensuring systems are secure, monitored, and maintained according to our best practices.
• Guide & Support Network Managers: Lead and develop a team of Network Managers, ensuring they meet SLAs, deliver exceptional client outcomes, and maintain 75–80% billable utilization.
• Client Satisfaction & Escalation Ownership: Take full ownership of client escalations related to Security & Compliance work. Step in directly with clients when needed, addressing issues head-on, and ensuring the client walks away with confidence in our expertise and commitment to their success.
• Steer the Technical Advisory Committee (TAC): Chair the internal team of technical champions who will be driving best practices and standards across the company.

What Success Looks Like

• All clients meet or exceed our security baselines.
• Cyber incidents and preventable client issues are significantly reduced.
• Clients trust us to help them navigate complex regulations with confidence. Compliance processes are consistent, well-documented, and executed accurately.
• Our Team consistently meets SLA benchmarks and achieves target billable utilization.
• Paragus IT’s internal systems are secure, compliant, and resilient.
• The team is a well-oiled machine; it operates profitably, consistently strives to improve, and the clients view the team as trusted security advisors.
• Clients are not only secure and compliant—they’re happy. Your team consistently delivers proactive communication, thoughtful recommendations, and a high level of professionalism, creating strong, lasting relationships and a standout customer experience.

What You Bring

• Proven, successful experience in IT security, compliance, and risk management in an MSP or Professional Service Delivery environment.
• Expertise in cyber frameworks and regulatory standards (e.g., NIST, HIPAA, CMMC, etc.).
• Strong leadership skills with experience managing technical teams. Your teams trust you and work hard for you because they know you have the company’s best interests, as well as their own, at heart.
• As a hands-on leader with an entrepreneurial mindset, you can think strategically while executing tactically.
• You are a clear communicator with strong documentation and process-building capabilities.
• You are passionate about keeping people engaged, empowered, and growing professionally.

Who You Impact

• Clients: By ensuring their networks are safe, stable, and compliant.
• Internal Teams: By preventing avoidable support issues and enabling best practices.
• The Company: By protecting revenue, generating new service opportunities, and managing risk proactively.

What Paragus IT Brings

• Culture, culture, culture! Think: fun events, good beer from our own taps, great snacks (like staff lunches from the grill), amazing people (if you don't like to laugh, don't apply).
• Employee ownership; that’s right, you’re not just an employee, you’re an owner!
• 401K Plan + Matching up to 4%.
• Medical, Dental and Vision Insurance (Paragus pays up to 90% of your premium).
• Monthly cell phone stipend.
• Need a car for a day or so, just borrow ours!