PAUL STEWART

Portland, OR
+1 (617) 697-4119 | paul@arckinteractive.com | LinkedIn Available Upon Request

SUMMARY

Technology leader with 20+ years of experience spanning enterprise IT infrastructure, secure cloud architecture, software development, and regulatory compliance. Cyber AB Registered Practitioner (RP) and Director of Cybersecurity Compliance with hands-on expertise in Microsoft 365 GCC High, Azure, identity governance, endpoint lifecycle management, and secure enclave design. Proven ability to lead cross-functional engineering teams, modernize infrastructure, deliver SaaS platforms, and translate complex compliance requirements (CMMC, NIST SP 800-171, HIPAA, SOC 2, FISMA) into operationally sustainable technical solutions. Equally comfortable operating at the executive strategy level and in hands-on technical implementation.

CORE COMPETENCIES

• IT Infrastructure & Operations Leadership
• Microsoft 365 E5 Administration & Licensing Governance
• Azure & Hybrid Cloud Architecture
• Identity & Access Management (Entra ID / Azure AD / MFA / Conditional Access)
• Intune Endpoint Lifecycle Management & Patch Governance
• Secure Enclave & Network Segmentation Design
• Cybersecurity & Regulatory Compliance (CMMC L2, NIST 800-171, HIPAA, SOC 2, FISMA)
• Full-Stack SaaS Architecture & Systems Integration
• DevOps & Infrastructure as Code (CI/CD, Docker, Cloud Automation)
• Risk, Issue & Change Management
• Executive Advisory & Stakeholder Communication
• Agile & Hybrid Delivery (Scrum, Kanban, PMI)

PROFESSIONAL EXPERIENCE

FNI, INC.

Director of Cybersecurity Compliance | Cyber AB Registered Practitioner
Nov 2025 – Present | Tigard, OR

Lead CMMC Level 2 implementation and secure infrastructure operations within Microsoft GCC High environments, integrating identity, endpoint, logging, and compliance governance into scalable enterprise architectures.

• Own operational security posture of Microsoft 365 GCC High enclave including Entra ID, Conditional Access, Intune compliance baselines, Defender, and Sentinel logging configurations.
• Lead identity-first Zero Trust architecture, enforcing MFA, device compliance gating, privileged role governance, and separation of duties controls.
• Oversee endpoint lifecycle management, patch governance, secure configuration standards, and application control policies.
• Define and optimize CUI system boundaries, network segmentation, VLAN isolation, and air-gapped containment strategies for legacy systems.
• Author and maintain SSPs, POA&Ms, and objective-level evidence (320 assessment objectives) aligned to NIST SP 800-171 and CMMC Level 2.
• Coordinate cross-functional engineering and MSSP teams to meet aggressive remediation and certification timelines.
• Serve as executive advisor on regulatory interpretation, risk posture, and secure infrastructure strategy.

ARCK INTERACTIVE, INC.

Founder & CTO
September 2010 – Present

Founded and scaled a full-stack digital product and infrastructure consultancy serving healthcare, nonprofit, education, and enterprise SaaS clients. Directed the full lifecycle of infrastructure modernization and secure platform development initiatives.

• Designed and implemented Microsoft 365, Azure, and AWS cloud environments supporting distributed teams and regulated workloads.
• Led migrations from on-premises infrastructure to hybrid and cloud-first architectures.
• Managed identity governance, endpoint security, licensing strategy, and operational security baselines across client environments.
• Oversaw DevOps automation pipelines (CI/CD, containerization, Infrastructure as Code) to support secure, repeatable deployments.
• Established governance frameworks, risk registers, and communication plans ensuring consistent delivery across multimillion-dollar programs.
• Delivered 100+ SaaS and digital transformation projects on time and within budget, including system integrations for The World Bank, University of Alaska, and John Wiley & Sons.
• Ensured compliance with SOC 2, HIPAA, ADA, FERPA, and related regulatory standards through structured audit documentation and QA controls.

CHENEGA CORPORATION (U.S. Department of Transportation)

Senior Full-Stack Developer / Federal Solutions Architect
August 2005 – August 2010

Led design and delivery of secure federal systems operating under FISMA and NIST 800-53 controls.

• Architected and delivered national-scale compliance platforms (SAMO, RISC) within high-assurance federal environments.
• Developed project charters, scope definitions, and detailed work breakdown structures for multi-team development efforts.
• Managed risk assessments, mitigation strategies, and audit readiness in coordination with federal oversight bodies.
• Introduced early CI/CD automation and governance dashboards to improve delivery efficiency and compliance visibility.
• Transitioned teams from waterfall to Agile methodologies while preserving federal reporting requirements.

TUFTS MEDICAL CENTER (Perot Systems)

Web Developer / Application Analyst
March 2002 – August 2005

• Designed and implemented a HIPAA-compliant .NET-based CMS supporting 85+ hospital departments with role-based access control (RBAC).
• Integrated Lawson ERP and EHR systems to eliminate manual reconciliation and improve data integrity.
• Directed stakeholder workshops, requirements analysis, and QA testing aligned with healthcare compliance standards.

TUFTS MEDICAL CENTER (Lifespan Inc.)

Project Lead / Applications Analyst
January 1999 – March 2002

• Standardized enterprise workstation builds and Active Directory provisioning across 1,000+ endpoints.
• Led rollout of remote access and network security policies.
• Partnered with clinical leadership to improve SLA performance and implement structured change management.

TECHNICAL TOOLKIT

Cloud & Infrastructure:
Microsoft 365 GCC High, Azure Government, Azure AD / Entra ID, AWS, GCP, Docker, CI/CD Pipelines, Infrastructure as Code

Endpoint & Security:
Microsoft Intune, Microsoft Defender, Microsoft Sentinel, Conditional Access, MFA, RBAC, Secure Baselines

Development:
.NET, Node.js, Python, PHP, Laravel, JavaScript, TypeScript, React, Vue.js

Data & Integration:
REST APIs, GraphQL, HL7, FHIR, OAuth2, SSO, MySQL, PostgreSQL, MongoDB, Elasticsearch

Governance & Compliance:
CMMC Level 2, NIST SP 800-171, NIST 800-53, FISMA, HIPAA, SOC 2, FERPA, ADA

Tooling:
Jira, Confluence, GitHub, Jenkins, Postman, Slack

EDUCATION

Bachelor of Science – Multimedia Studies & Computer Engineering
Northeastern University

Master’s Coursework – Communication Protocols & Internet Architectures
Harvard Extension School

CERTIFICATIONS

Cyber AB Registered Practitioner (RP)
PMP – Project Management Professional (PMI)
Agile / Scrum / Kanban Methodologies

REFERENCES
HENRY DITTMER (henry@sensible-leadership.com)

To whom it may concern,

It’s a pleasure to recommend Paul Stewart for any senior leadership role. I’ve collaborated with Paul during a crucial phase of a client’s transformation initiative. I brought him into the project based on a trusted recommendation, and it turned out to be one of the most strategic decisions we made.

With decades of experience in technology and business, I was struck by Paul’s blend of technical expertise and strategic foresight. He has a rare ability to convert vision into execution, modernizing how teams operate while ensuring long-term sustainability. Paul introduced agile methodologies that allowed us to shift from rigid development cycles to rapid, iterative delivery. This significantly accelerated our ability to deliver value.

Paul’s strength lies in balancing big-picture thinking with detailed execution. He’s analytical, intuitive, and responsive to shifting priorities. He streamlined processes, introduced scalable architecture, and guided the team through continuous improvements—all with unwavering integrity and transparency.

As a leader and consultant, Paul communicates clearly, mitigates risks early, and inspires high performance. He led a diverse, distributed team with empathy and precision, aligning technical contributors and stakeholders alike. Every milestone was delivered reliably, and the results surpassed expectations in terms of usability, durability, and strategic value.

Paul leads with a strong sense of purpose. He brings intellectual clarity and emotional intelligence to every engagement. Any organization would benefit immensely from his leadership, systems thinking, and commitment to meaningful outcomes.

Please feel free to contact me directly for more insight.

Sincerely,
Henry C. Dittmer
Sensible Leadership Coaching, LLC henry@sensible-leadership.com
+1 (303) 810-4905

BEN TOMLIN (btomlin@uw.edu)
I’m pleased to share my wholehearted recommendation of Paul Stewart.

I originally worked with Paul at the intersection of technology and learning innovation. At a time when digital collaboration was just beginning to take shape, Paul helped us envision and execute an ambitious solution that merged content, community, and utility in a single, intuitive system. What impressed me most was Paul’s ability to deeply understand the people at the center of
the work. He actively engaged all stakeholders—whether strategic leaders or frontline users—to
co-design meaningful outcomes. He guided us through choices with clarity, balancing bold innovation with practical delivery.

The result was something visionary, built well before many of today’s mainstream tools emerged. And yet Paul’s strength wasn’t just technical—it was his commitment to solving real- world problems and advancing the mission through design and engineering.

Even as our careers progressed, I’ve remained inspired by Paul’s foundational approach: engage thoughtfully, build iteratively, and measure success by impact. The principles I observed in those early years have clearly endured in the way he continues to lead teams and deliver change across sectors.

I hold Paul in the highest regard as an innovator, mentor, and leader. Any forward-thinking organization would benefit greatly from his presence.

Warmly, Ben Tomlin
Senior Director, Communications btomlin@uw.edu

To whom it may concern,

It’s my pleasure to offer this recommendation for Paul Stewart, whom I’ve had the opportunity to work with closely over the past several years on the development and continuous evolution

of a specialized digital platform.
From the beginning, Paul brought more than just technical expertise—he approached the work as a strategic partner. He took time to understand the needs and dynamics of our clients and

end users, and he translated that understanding into a platform that was not only robust and secure, but remarkably intuitive. Paul was instrumental in shaping a product that handles complex workflows and permissions without ever losing sight of user experience.

One of the things I appreciate most about Paul is his ability to manage complexity with calm clarity. He leads with thoughtfulness, listens intently, and never loses sight of what success looks like for the people on the other side of the screen. Under his leadership, projects were delivered on time and under budget, and always with scalability and adaptability in mind.

Beyond the technical scope, Paul has been a valued thought partner as our work has grown. Whether navigating tight timelines or evaluating new opportunities, I’ve consistently relied on his clear thinking, grounded perspective, and collaborative spirit. His contributions have made our work stronger and more resilient.

Any team would benefit from Paul’s ability to turn ambiguity into action and vision into results. I recommend him enthusiastically.

Warm regards, Shannon Berg Founder & CEO
shannon@bergassociatesnw.com 503.347.8822

TYSON BROWN (brown.tyson@gmail.com)

It is my pleasure to recommend Paul Stewart for senior leadership and strategic delivery roles.
I worked closely with Paul in my capacity as a Product Manager, where he served as a consulting partner and development lead to help us drive and deliver compelling capabilities to our customer base.

When we faced the challenge of building a new system under a short timeline and with high technical expectations, Paul’s team stepped in and delivered beyond expectations. He quickly absorbed the complexity of our business problem and translated it into a thoughtful, strategic technical solution. He worked with us from discovery through deployment, balancing technical feasibility with user-centric design and organizational priorities.

Paul’s leadership was crucial to the success of this initiative. He assembled and guided a hybrid team of frontend, backend, and QA engineers who worked in close collaboration with our in-

house teams. His calm and focused presence helped maintain momentum through tight deadlines, shifting requirements, and technical unknowns. The product we launched achieved exceptional adoption rates and remains a critical, high-use capability today.

As a development manager, Paul consistently solved difficult problems with elegance and empathy. He is fluent in both the language of business and technology, serving as a vital bridge between strategic goals and technical execution. His standards for quality and innovation were evident in every deliverable.

Equally important, Paul led with integrity and transparency. He built trust quickly with our teams and fostered a culture of accountability within the distributed team he managed. His hybrid-first team structure and leadership approach predated current remote trends by over a decade, serving as a model for high-performing global teams.

Paul brings strategic thinking, operational discipline, and a collaborative spirit to every engagement, making him a valuable asset to any organization.

Please feel free to contact me directly should you wish to discuss his candidacy further.

All the best,

Tyson Brown LinkedIn
480-399-9899
brown.tyson@gmail.com