Jason Huggins is a seasoned IT professional with over 25 years of experience in cybersecurity, cloud computing, disaster recovery, and managed IT services. As the managing partner of 411 I.T. Group, he has built a reputation for delivering top-tier vCIO/vCTO services, helping businesses across Wisconsin implement scalable, secure, and efficient technology solutions. His ability to bridge the gap between IT and business strategy has made him a sought-after consultant in industries such as legal, government, healthcare, and manufacturing.
Driven by a passion for solving complex technology challenges, Jason thrives on working closely with company staff, ensuring that IT operations are not just a support function but a driving force for business success. Whether it’s developing cybersecurity policies, responding to threats, or optimizing cloud infrastructure, he brings a proactive, results-oriented approach that minimizes risks and maximizes efficiency.
Under Jason’s leadership, 411 I.T. Group has become known for its rapid response times, ensuring that client issues are addressed within a 15–45 minute window. His firm seamlessly integrates with internal IT teams, supplementing their expertise while allowing them to focus on business growth. By fostering collaboration between IT, HR, and management teams, Jason ensures that businesses are well-equipped to handle modern cybersecurity threats and compliance challenges.
His expertise extends beyond conventional IT services. Jason has successfully managed server migrations, legacy software transitions, and wireless network deployments across large-scale industrial settings. His experience in penetration testing and electronic forensics has helped companies strengthen their cybersecurity posture, protecting their data from evolving threats.
A problem-solver at heart, Jason approaches IT issues with a meticulous mindset, developing structured processes that emphasize documentation, risk assessment, and proactive threat management. His mantra, “If You Don’t Write it Down, it Didn’t Happen,” underscores his belief in the importance of clear documentation and process standardization in IT operations.
Beyond his professional achievements, Jason is an active industry networker and a member of The ASCII Group, where he engages with fellow IT leaders to discuss best practices and emerging trends. His involvement in professional communities has allowed him to stay ahead of industry changes while continually refining his approach to IT service delivery.
Jason’s technical background is extensive, with deep expertise in cloud security, automation, HIPAA compliance, and disaster recovery. His proficiency spans multiple platforms, including Windows, Linux, Unix, and network security systems, making him a versatile and highly adaptable IT leader. His experience in managing managed hosting, SQL databases, Active Directory, and virtualization technologies positions him as a critical resource for businesses looking to scale their IT infrastructure securely.
In addition to his technical acumen, Jason’s leadership skills set him apart. He understands that IT is not just about technology—it’s about people, processes, and business alignment. By fostering strong relationships with clients and internal teams, he ensures that IT policies and security measures are understood, embraced, and effectively implemented. His ability to mediate complex discussions between IT and non-technical stakeholders has been instrumental in driving company-wide IT adoption and security awareness.
Jason is currently seeking board and advisory roles to expand his impact beyond day-to-day IT operations. His goal is to help organizations develop robust IT governance structures, enhance cybersecurity resilience, and improve digital transformation strategies. With his advisory mindset, he ensures that businesses don’t just react to IT challenges but plan ahead, mitigate risks, and align technology with their long-term goals.
Outside of his professional pursuits, Jason enjoys tinkering with technology, 3D printing, and exploring new innovations that merge his vocational expertise with his personal passions. He lives in rural Wisconsin with his wife and child, finding inspiration in the great outdoors while continuously strategizing new ways to enhance business IT frameworks.
Character:
Jason is a dedicated and detail-oriented IT leader who values integrity, proactive problem-solving, and collaboration. His commitment to documentation and structured processes ensures accountability and efficiency in every aspect of IT management.
Knowledge:
With over 25 years of expertise in cybersecurity, cloud computing, and IT governance, Jason has a deep understanding of both technical and business aspects of IT. His ability to navigate complex IT landscapes allows him to implement solutions that are both innovative and practical.
Strategic:
Jason takes a forward-thinking approach to IT, emphasizing risk management, compliance, and business-aligned technology strategies. By focusing on long-term planning and proactive security measures, he helps organizations stay ahead of evolving threats and industry changes.
Communication:
Jason excels at translating complex IT concepts into clear, actionable insights for executives, IT teams, and employees. His ability to mediate discussions between technical and non-technical stakeholders ensures smooth adoption of cybersecurity policies and IT best practices.
