Chief Information Officer

CHIEF INFORMATION OFFICER (CIO) - Confidential We’re a national provider of the management, support, and systems behind self-directed programs—the services that help people hire, pay, and manage their own caregivers with confidence. With decades of experience serving programs across multiple states, we keep people at the center of everything we do. Through innovative technology and deep program expertise, we help states and partners run stronger, more compliant, and efficient programs. Our mission is to challenge the status quo and build smarter, more human-centered solutions that put power back in people’s hands. The Chief Information Officer (CIO) leads the company’s technology organization, including enterprise IT, cybersecurity, cloud and infrastructure, data governance, and the teams that design, develop, test, deploy, and support internally developed platforms. The CIO is accountable for a secure, reliable, scalable technology ecosystem and for disciplined execution across development, operations, and support.   Reporting Relationship: The CIO reports directly to the Chief Executive Officer and serves as a member of the executive leadership team, providing regular updates to the CEO on technology strategy, cyber risk, and IT investment.

Key Responsibilities

Cybersecurity Leadership   Own the organization’s cybersecurity strategy and execution, including frameworks, audits, penetration testing, incident response, and user access protocols. Stay current on emerging threats, ensure robust defenses are maintained across the enterprise, and report on cyber risk posture, key security metrics, and significant incidents to the CEO on a regular cadence. Partner with Compliance and Legal to ensure IT and security practices align with regulatory requirements (including HIPAA and state program contract requirements) and client security standards. Lead regular security awareness training and build a culture of security accountability across all departments. Oversee third-party and vendor security risk management, including security reviews of new vendors and ongoing monitoring of partners that access company systems or participant data. IT Operations & Support Build and lead a high-performing technology organization spanning application development, quality assurance, DevOps, architecture, cloud and infrastructure, cybersecurity, enterprise systems, production support, and the IT Help Desk. Manage all enterprise hardware/software, including procurement, deployment, patching, and asset lifecycle planning. Oversee vendor relationships, contract negotiations, and service-level agreements (SLAs) for infrastructure, hardware, and IT services. Ensure cross-training, documentation, and succession planning within the team. Own business continuity and disaster recovery planning for critical systems, including payroll processing, with regular testing to ensure services to participants, caregivers, and state partners continue without interruption. Manage hardware refresh cycles and software license renewals across the organization. Develop and own the annual IT budget and multi-year technology investment plan, ensuring appropriate tracking of all IT spend, software usage, and compliance requirements, and reporting on return on investment to the CEO. Ensure enterprise systems are reliable and produce accurate, timely data and reporting for business decision-making. Partner with business leaders to operationalize analytics and insights across the company. Establish data governance standards for participant, caregiver, and employee data, including data quality, retention, access controls, and the responsible use of AI and automation tools.   Strategic Project Planning   Lead enterprise technology initiatives, including platform development and modernization, infrastructure upgrades, integrations, migrations, and technology enablement for new programs and state implementations. Translate the company’s top strategic business priorities into executable, secure IT plans. Stand up secure, functional environments quickly for new business units or client operations. Represent the IT function in early planning of new initiatives. Lead IT support for business-side improvements (e.g., streamlining payroll processing, onboarding automation, compliance workflows). Serve as a trusted partner for departments seeking digital solutions to manual problems. Support new state contracts and RFP responses by addressing IT and security requirements, completing client security questionnaires, and representing the company in technology discussions with state agencies and partners. Application Development & Platform Delivery Direct the company’s portfolio of internally developed platforms, applications, integrations, and related technology services. Set the operating model for software engineering, quality assurance, DevOps, architecture, application security, release management, and production support. Establish clear ownership, roadmaps, requirements, delivery milestones, testing standards, release controls, documentation, and post-launch support. Maintain transparent accountability for development capacity, delivery commitments, reliability, technical debt, defects, and time-to-value, with clear executive reporting on progress, risks, dependencies, and corrective actions. Partner with Product and business leaders to translate operational and client needs into prioritized technology roadmaps, while ensuring solutions address the underlying business problem and can scale across states, programs, and customers. Set and enforce enterprise architecture, integration, data, coding, security, and lifecycle standards so internally developed systems remain secure, maintainable, interoperable, and resilient. Develop organizational depth through workforce planning, role clarity, performance management, succession planning, and effective use of employees, contractors, and specialized vendors. Own the build-versus-buy framework and technology portfolio decisions, balancing custom development with commercial solutions based on strategic fit, total cost of ownership, implementation speed, security, and long-term supportability. Ensure reliable delivery and operation of production platforms through sound change management, incident management, disaster recovery, capacity planning, service-level objectives, and continuous improvement practices. Qualifications   Bachelor’s degree in Information Technology, Computer Science, Information Systems, or a related field (master’s degree preferred). 10+ years of progressive IT leadership experience, including at least 5 years in a senior IT or security leadership role. Demonstrated experience owning an enterprise cybersecurity program, including frameworks, audits, penetration testing, and incident response. Experience with regulated data and compliance requirements such as HIPAA, SOC 2, or NIST; experience in healthcare, Medicaid, or government-funded services strongly preferred. Proven track record managing IT operations, help desk teams, vendor contracts, and enterprise system implementations or migrations. Professional certifications such as CISSP, CISM, or CGEIT preferred. Strong communication skills and the ability to partner with executive leaders and translate business goals into practical technology plans. Experience owning an enterprise IT budget and reporting to a CEO, executive team, or Board, including presenting technology investments and cyber risk in clear business terms. Demonstrated success leading a software development organization responsible for internally developed, business-critical or customer-facing platforms, including engineering, QA, DevOps, architecture, and production support. Experience establishing software delivery governance, product and technology roadmaps, engineering performance metrics, release controls, and accountability for technical debt and system reliability. Experience leading a blended technology workforce of employees, contractors, and vendors and developing organizational depth across multiple technical disciplines. Join Us This is a remote, work-from-home position. Enjoy the convenience of working from home and maximize your time by unplugging at the end of your workday. Occasional travel is required for leadership meetings, team events, and client or state partner engagements. What We Offer Annual bonus potential. Retirement Savings: We will support you as you save for your future. Career Growth Opportunities: We help you thrive, so together, we can grow. We provide opportunities to advance your career as we expand our services to states and partners across the country. Paid Training: Earn while you learn and continue to grow with access to internal and external learning opportunities. Benefits Employer-shared health insurance costs Employer-paid disability insurance Employer-paid life and AD&D insurance Vision insurance Cancer insurance Voluntary life insurance Paid time off Paid holidays When you join our team, you help create the future: for our company, for the people we serve, and for yourself. We understand that our success is directly related to the success of our team. We strive to create a culture where you can: Bring your authentic self to work. Grow and thrive, both personally and professionally. Make a difference with our clients, in our communities, and with the people we support. Experience work/life balance. Feel valued and find greater purpose in the work you do. We are an Equal Employment Opportunity (EEO) employer and do not discriminate in any employer/employee relations based on race, color, religion, sex, sexual orientation, gender identity or expression, pregnancy, age, national origin, disability status, genetic information, protected veteran status, or any other characteristic protected by law.