Ryan S.

Ryan S. Email and Phone Number

Cybersecurity Executive | Defense Industrial Base, Federal Contractors @ inDirect IT Inc.
Ryan S.'s Location
Charlotte Hall, Maryland, United States, United States
About Ryan S.

As a seasoned Cybersecurity Compliance Executive with deep expertise in Managed Security Service Providers (MSSPs) and the Defense Industrial Base (DIB), I specialize in driving cybersecurity innovation and aligning technology with business goals. I have a proven track record of designing and implementing secure, scalable solutions tailored to meet the unique needs of organizations operating in highly regulated industries.With extensive experience navigating compliance frameworks such as CMMC, NIST 800-171, DFARS, and ISO 27001, I lead teams in developing and delivering cutting-edge services that enable clients to achieve and maintain regulatory compliance. My leadership has empowered MSSPs and DIB organizations to enhance their security postures, protect sensitive data, and thrive in today’s rapidly evolving threat landscape.Key areas of focus include architecting advanced security solutions, integrating cloud environments such as Microsoft GCC/GCC High and Azure Government, and driving digital transformation to support operational resilience and scalability. Passionate about building high-performing teams and fostering innovation, I thrive on solving complex challenges and delivering results that matter.Let’s connect to discuss how I can bring value to your cybersecurity, compliance, and technology initiatives.

Ryan S.'s Current Company Details
inDirect IT Inc.

Indirect It Inc.

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Cybersecurity Executive | Defense Industrial Base, Federal Contractors
Ryan S. Work Experience Details
  • Indirect It Inc.
    Chief Technology Officer (Cto)
    Indirect It Inc. Feb 2023 - Present
    White Plains, Maryland, United States
    As a visionary Chief Technology Officer (CTO), I bring deep expertise in Cybersecurity, Compliance, Cloud Systems and Mergers & Acquisitions (M&A) to help Defense Industrial Base (DIB) and Federal Contracting organizations navigate today’s complex digital landscape. I specialize in designing and implementing scalable, secure systems that align with FARS, DFARS, CMMC, NIST, FedRAMP and other industry standards, ensuring businesses meet regulatory requirements while optimizing their operations. With a strong track record in MSP / MSSP leadership, I have developed advanced service portfolios that integrate cutting-edge security technologies with tailored compliance solutions, empowering clients to reduce risks, enhance operational readiness, and achieve certification success.
  • Xielos
    Principal Consultant
    Xielos Jun 2018 - Present
    Naples, Florida, United States
    Provide expert consulting services for Microsoft 365 GCC/GCC High and Azure Government, specializing in solutions for the Defense Industrial Base (DIB), federal contractors, Managed Service Providers (MSPs), and Managed Security Service Providers (MSSPs). Guide organizations in meeting stringent compliance and cybersecurity requirements, including CMMC, NIST 800-171, and DFARS. Perform data migration services to Microsoft 365 GCC/GCC High from various source systems.
  • Bigbear.Ai
    Principal It Architect
    Bigbear.Ai Aug 2022 - Aug 2024
    Columbia, Maryland, United States
    As a contractor serving as Principal IT Architect for an Artificial Intelligence company, I continued to design and implement scalable, secure cloud systems to meet regulatory compliance requirements, including NIST 800-171, DFARS, and CMMC. I facilitated additional integrations of new organizations acquired through M&A, ensuring seamless alignment of IT infrastructure, security, and compliance. These organizations brought new compliance requirements with their contracts with the Department of Homeland Security (DHS). By integrating secure systems and best practices for managing Federal Contract Information (FCI) Controlled Unclassified Information (CUI), I supported ongoing organizational growth, compliance initiatives, and modernization efforts, driving innovative and compliant IT solutions across an expanding enterprise.
  • Bigbear.Ai
    Principal It Architect
    Bigbear.Ai Nov 2021 - Aug 2022
    Columbia, Maryland, United States
    As Principal IT Architect, focused on design and implementation of scalable, secure cloud systems to meet regulatory compliance requirements, including NIST 800-171, DFARS, and CMMC. I ensured the organization’s IT infrastructure aligned with federal contracting standards while enhancing scalability, reliability, and operational efficiency. By integrating secure systems and best practices for managing Federal Contract Information (FCI), Controlled Unclassified Information (CUI), and export controlled data; I supported organizational growth and modernization efforts, driving innovative and compliant IT solutions.
  • Bigbear.Ai
    Director, It Engineering & Operations
    Bigbear.Ai Mar 2021 - Nov 2021
    Columbia, Maryland, United States
    As Director of IT Engineering & Operations for an Artificial Intelligence company, I established and led the company’s first IT team to facilitate the seamless integration of five federal contracting organizations during M&A. Starting from the ground up, I developed and executed IT integration strategies, implemented secure and compliant systems aligned with federal regulations (NIST 800-171, DFARS, and CMMC), and optimized workflows to enhance scalability and efficiency. By aligning IT operations with business objectives and fostering cross-functional collaboration, I successfully delivered secure, scalable, and compliant IT infrastructure in a high-growth, fast-paced environment.
  • Isi
    Microsoft 365 Gcc/Gcc High Migration Specialist
    Isi Mar 2021 - Jun 2024
    Herndon, Virginia, United States
    As a Microsoft 365 GCC/GCC High Migration Specialist for an MSSP, I led hundreds of seamless migrations for clients, of all sizes, in the Defense Industrial Base (DIB) and federal contracting sectors, ensuring compliance with CMMC, NIST 800-171, and DFARS requirements. I assessed client environments, developed tailored migration strategies, and configured secure Microsoft 365 GCC/GCC High environments, incorporating advanced security features to protect Federal Contract Information (FCI), Controlled Unclassified Information (CUI) and export-controlled data. Post-migration, I provided support, training, and integration with existing security stacks, enhancing clients’ cybersecurity posture and ensuring operational success in compliant cloud environments.
  • Isi Enterprises
    Director Of Engineering
    Isi Enterprises Aug 2020 - Feb 2021
    Herndon, Virginia, United States
    Contracted to lead engineering efforts for a start-up Managed Security Service Provider (MSSP) vertical within an existing outsourced provider of Facility Security Officer (FSO) services for their customers within the Defense Industrial Base (DIB). Designed and implemented a robust security stack tailored to the unique cybersecurity compliance needs of DIB customers. Built and led engineering and service desk teams from the ground up, establishing processes and workflows to support rapid growth and exceptional customer service. Successfully developed comprehensive security, compliance, and support stacks, enabling the onboarding and management of 70+ new customers within just six months. Architected and deployed customer solutions on Microsoft GCC and GCC High environments to ensure compliance with DFARS, NIST 800-171, and CMMC requirements, driving operational readiness and regulatory alignment for clients.
  • Peerless Tech Solutions, Llc
    Lead Architect
    Peerless Tech Solutions, Llc Nov 2019 - Aug 2020
    La Plata, Maryland, United States
    As Lead Architect at an MSSP, I developed and delivered government contracting compliance services tailored to meet DFARS, NIST 800-171, and future CMMC requirements. I led Microsoft 365 migrations for organizations of varying sizes, including complex migrations to GCC High environments from diverse source systems. Spearheaded a large-scale project for a national, multi-site television station & media organization, integrating cloud systems acquired from multiple organizations due to M&A activities. My role encompassed designing secure, scalable solutions, ensuring seamless transitions, and aligning IT infrastructure with stringent regulatory and operational requirements.
  • Adams Communication & Engineering Technology (Acet, Inc.)
    Director Of It
    Adams Communication & Engineering Technology (Acet, Inc.) Aug 2017 - Nov 2019
    Reston, Virginia, United States
    The IT executive responsible for delivery of information systems to meet federal customer requirements and align to corporate strategies. Architects solutions utilizing current trends on multiple government compliant cloud environments. Provides IT service management, systems design and operational leadership for the entire organization.
  • Adams Communication & Engineering Technology (Acet, Inc.)
    It Manager
    Adams Communication & Engineering Technology (Acet, Inc.) Dec 2012 - Jul 2017
    Waldorf, Maryland, United States
    An IT manager who led a team of skilled professionals in providing full application and desktop support for more than 600 users across multiple locations from coast to coast. Designed and implemented many secure and highly available enterprise voice, video, messaging and collaboration systems for the organization at on-premise and cloud facilities. Enabled the business to utilize cost-effective technology solutions to sustain its high growth rate.
  • Outsourceit
    Senior Project Engineer
    Outsourceit Jun 2008 - Dec 2012
    La Plata, Maryland, United States
    Led complex infrastructure projects for a diverse client base spanning multiple industries, including healthcare, government, law, hospitality, construction, and more, delivering tailored IT solutions that aligned with unique business needs. Consistently designed and implemented highly successful and scalable IT solutions, ensuring long-term reliability and optimal performance for customers.Specialized in seamless email migration projects, minimizing downtime and ensuring smooth transitions for organizations of all sizes. Developed and deployed secure network infrastructures, leveraging best practices to protect client environments from evolving cybersecurity threats. Provided deep expertise across a range of technologies, including Microsoft Exchange, Active Directory, Cisco networking, SonicWALL firewalls, Citrix environments, SharePoint platforms, and MS SQL databases. Partnered with stakeholders to define project objectives, timelines, and budgets, ensuring projects were delivered on time and exceeded expectations. Served as a trusted advisor to clients, offering guidance on emerging technologies and strategies to drive efficiency and business growth. Delivered hands-on training and documentation to ensure successful adoption and long-term maintenance of implemented systems.
  • Adams Communication & Engineering Technology (Acet, Inc.)
    Systems Engineer
    Adams Communication & Engineering Technology (Acet, Inc.) Mar 2005 - Jun 2008
    Waldorf, Maryland, United States
    Delivered advanced IT support to corporate users and government clients, ensuring mission-critical systems remained operational and aligned with organizational goals. Designed and implemented cost-effective technology solutions, enabling the organization to adapt to evolving business and customer requirements while maintaining budgetary efficiency. Administered and maintained Microsoft Exchange environments, ensuring reliable email communication and collaboration for end-users. Managed and optimized Active Directory, overseeing user accounts, group policies, and security settings to support seamless and secure access across the enterprise. Provided comprehensive support for Windows Server environments, ensuring high availability, scalability, and performance of critical applications and services. Applied Security Technical Implementation Guides (STIGs) to harden systems against cybersecurity threats, ensuring compliance with Department of Defense (DoD) standards. Collaborated on initiatives to align systems and processes with NIST 800-53 compliance requirements, implementing effective controls to strengthen security posture and meet regulatory obligations. Supported and maintained Cisco-based infrastructure, enhancing connectivity, security, and network reliability across the organization. Partnered with stakeholders to address technical challenges, leveraging a proactive approach to ensure system stability and user satisfaction.
  • Dave'S Plumbing & Hvac
    It Business Consultant
    Dave'S Plumbing & Hvac Jan 2004 - Mar 2005
    Mechanicsville, Maryland, United States
    Partnered with a regional construction company to drive technology modernization initiatives, aligning IT strategies with business objectives to enhance operational efficiency and competitiveness. Streamlined labor-intensive manual processes by developing and implementing digital workflows, reducing administrative overhead and increasing productivity. Led the successful deployment of a CAD-based prefabrication system, revolutionizing the project lifecycle and significantly reducing turnaround time from initial proposal to final delivery. Designed and implemented email and desktop systems for corporate users, ensuring seamless communication and improved productivity across the organization. Provided tailored technology solutions and strategic advice, empowering the company to adopt innovative tools and processes that supported long-term growth. Delivered hands-on training and support to ensure smooth adoption of new systems, fostering a culture of technological competence and continuous improvement.
  • Navsea
    Systems Administrator
    Navsea Jun 2002 - Jan 2004
    Indian Head, Maryland, United States
    Provided comprehensive IT support for a diverse user base of over 300 local and remote employees, ensuring seamless day-to-day operations across multiple locations. Spearheaded the implementation of a cutting-edge desktop imaging system, reducing the deployment time of new workstations by over 50%, enhancing efficiency, and minimizing downtime for end-users. Maintained and optimized critical Windows Server environments, ensuring high availability and robust performance for business applications and services. Managed and administered Active Directory, streamlining user account management, group policies, and access control to enhance organizational security and efficiency. Delivered expert support for Microsoft Exchange, facilitating reliable email communication and collaboration for all users. Oversaw the administration of Blackberry Enterprise Server, ensuring secure and efficient mobile communication for leadership and key personnel. Provided advanced support and management for Citrix Presentation Server, enabling remote desktop services and secure application delivery to meet business needs. Collaborated with cross-functional teams to identify and resolve IT challenges, contributing to a stable and productive technological environment.

Ryan S. Education Details

Frequently Asked Questions about Ryan S.

What company does Ryan S. work for?

Ryan S. works for Indirect It Inc.

What is Ryan S.'s role at the current company?

Ryan S.'s current role is Cybersecurity Executive | Defense Industrial Base, Federal Contractors.

What schools did Ryan S. attend?

Ryan S. attended University Of Maryland Global Campus, University Of Maryland University College.

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