Job Description
Job Description
We are seeking a visionary and strategically minded Chief Information Officer (CIO) to lead our technology and product strategy. The ideal candidate is a seasoned IT and product executive with deep experience in enterprise infrastructure, software development, end-to-end product lifecycle, and compliance. This role will partner closely with executive leadership to align strategy and business goals with technical execution, while fostering innovation and maintaining a secure, scalable, and high-performing IT environment.
Environment
Microsoft-based infrastructure using primarily Windows desktop OS and Windows Server with Office 365; primarily .Net web and desktop development utilizing Microsoft SQL database back-end and limited use of Azure blob storage; integrations with Microsoft’s Dynamics Navision, D365 systems, UPS WorldShip, ShipWise, and Endicia; Palo Alto security network has been implemented; SOC 2 Type 2.
Education and Certifications :
- Bachelor’s degree in Computer Science, Engineering, Information Systems, or related field.
- Masters degree in Business Administration (MBA) or comparable preferred.
- Certifications (Preferred / Bonus) : CISSP, CISM, PMP, or Product Management certifications (e.g. Pragmatic Institute, SAFe, or Scrum.org)
Reporting Structure
This position reports to the CEO.
Key Responsibilities :
Technical Leadership & Strategy
Define and execute a scalable, secure, and cost-efficient enterprise IT roadmap aligned with organizational goals.Lead architecture decisions across cloud infrastructure (Azure), cybersecurity, and DevOps.Oversee IT operations, systems reliability, and risk management to ensure 24 / 7 business continuity.Champion the adoption of emerging technologies (e.g., AI, blockchain, digital identity) to enhance services and differentiate the business.Leverage AI and any emerging technology in an effort to expedite software development cycles while actively reducing and managing overhead expenditures.Product Development & Delivery
Serve as the senior most product leader. Own the full product lifecycle – from strategy through execution – and lead cross-functional delivery teams.Direct the full product lifecycle from discovery to deployment, focusing on SaaS and user-centered innovation.Manage cross-functional teams of developers, database administrators, systems and network administrators and UX / UI designers under Agile / Scrum frameworks.Establish and optimize CI / CD pipelines and software delivery best practices.Cybersecurity, Risk & Compliance
Ensure full compliance with privacy laws and data protection regulations (e.g., GDPR, CCPA, FERPA, HIPAA).Oversee and enhance the organization’s NOC / SOC operations, including disaster recovery planning, tiered support escalation, and on-call rotation strategies, with a focus on maximizing system uptime, ensuring rapid incident response, and maintaining business continuity across all critical infrastructure.Lead and manage certification processes such as SOC 2, ISO 27001, or NIST, including audits, documentation, and policy implementation.Advise on secure identity, e-Notary, and digital signature technologies as applicable to product and operational domains.Cross-Functional Collaboration & Leadership
Serve as the primary technology advisor to the CEO and executive team, providing insights that bridge business strategy and technical execution.Foster collaboration across departments, including legal, operations, finance, marketing, and sales.Develop and mentor high-performing leadership across IT and product functions.Ideal Background & Experience :
Technical Leadership
10–15 years of progressive IT experience, with a minimum of 5 years in a senior leadership capacity (CIO, CTO, VP of IT / Product).Deep expertise in enterprise architecture, cloud platforms (AWS, Azure), cybersecurity, and modern DevOps practices.Product Development
Demonstrated success in launching and scaling software products, while supporting the technical environment, ideally in a SaaS environment.Proficient in Agile methodologies, design thinking, and iterative delivery models.Compliance & Risk
In-depth knowledge of U.S. and international data privacy regulations (GDPR, CCPA, FERPA, HIPAA).Hands-on experience managing compliance programs, audits, and related documentation.Familiarity with secure authentication systems, e-signatures, and identity frameworks is highly desirable.Soft Skills
Strong executive presence with excellent verbal and written communication skills.Proven ability to influence across departments and build consensus at the executive level.Strategic thinker with the foresight to identify and harness emerging tech trends.Physical Requirements :
This is primarily an office-based job that may require sitting for extended periods of time working on a computer.Onsite at our offices in Virginia Beach, VA.Ability to travel based on company needs.Valid driver’s license required.Good vision, with or without corrective lenses, to sustain adequate visual focus over a period of time.Fine motor skills, including, but not limited to, the full, complete use of and muscle control required to make precise hand movements, relative to tasks requiring hand-eye coordination, muscle coordination and dexterity.Compensation and Benefits
Full-Time salaried, exempt position with on call availability for emergenciesMedical, dental and vision insurance401K with company matchingPaid sick- and annual-leavePaid holidaysAdditional Information and Signature
For over 34 years, Paradigm, Inc. has proven to be a unique, successful, and dynamic company with a reputation of being best-in-class. A positive attitude, proven work ethic and a consistent capacity to learn and surpass expectations are what you will find in our leadership and employees. We seek diligent and curious individuals who possess a proven record of interpersonal people skills, cultural integrity, and the required skills to join our team.
Simply stated, we want you to be successful : we therefore make every effort to quantify a candidate’s suitability before an offer of employment is extended. Hence, interviewing at Paradigm is a multi-stage process. Included in our evaluations are at least two site visits, question and answer panels, skill, and various personality and work-style assessments.
