Director of Information Technology

About the Opportunity
The Director of Information Technology is responsible for the tactical execution of the strategic technology roadmap defined by the Chief Technology Officer (CTO). This role translates strategy into operational reality, directing multidisciplinary teams across security, cloud infrastructure, SaaS business applications, Microsoft 365 application management, and IT operations to deliver reliable, secure, and scalable technology services across the organization's family of affiliated entities.
Operating with a high degree of autonomy, the Director owns day-to-day operational direction, establishes operational standards, and ensures stability, security, and service quality across the technology environment. While the role requires the technical depth to direct teams operating on the Microsoft platform, hands-on technical execution is delegated to team engineers and administrators. This position also serves as a leadership development track toward broader executive technology responsibility over time, which may expand to encompass additional technical functions based on performance, organizational needs, and business conditions.
This is a full-time, remote position based in the United States, requiring up to 5% travel across the country for meetings, conferences, and related business activities.
Key Responsibilities
Direct day-to-day IT operations, including end-user support, hardware and software procurement, and employee onboarding and offboarding.
Oversee security and cloud infrastructure across hybrid on-premises and Azure cloud environments (PaaS and IaaS), maintaining performance, cost optimization, and alignment with SOC 2 and applicable compliance standards.
Supervise the administration, governance, adoption, and security of the Microsoft 365 ecosystem and hosted third-party SaaS business applications.
Establish, maintain, and regularly test business continuity and disaster recovery plans, including backup, failover, and recovery procedures.
Execute the technology roadmap and strategic priorities set by the CTO, translating strategy into actionable plans, timelines, and measurable outcomes.
Drive IT Service Management (ITSM) maturity by implementing ITIL-aligned processes for incident, problem, change, request, and asset and configuration management, including operational KPIs and service-level metrics.
Recruit, develop, and mentor multidisciplinary IT teams to support rapid organizational headcount growth, defining roles, structure, accountabilities, and career pathways.
Partner with the Director of Software Engineering to align on development operations infrastructure and platforms, maintaining familiarity with Azure DevOps, SQL Server, and IIS.
Collaborate with tech talent and people operations leadership on IT staffing plans, hiring pipelines, career frameworks, and role leveling.
Serve as a strategic partner to leadership across the organization, collaborating with peer directors on shared infrastructure, security, and service delivery needs.
Manage vendor and technology partner relationships, including contract negotiations, renewals, and ongoing performance oversight.
Contribute to IT budget forecasting and planning alongside the CTO, including cost modeling for infrastructure, software licensing, and third-party vendors.
Deliver executive-level reporting on IT initiatives, roadmap milestones, service performance, risks, and resource requirements to the CTO and executive stakeholders.
Execute assigned tasks and deliverables on time and on budget, and perform other related duties as assigned.
Required Qualifications
Bachelor's degree in Information Technology, Information Systems, Computer Science, or a related discipline.
10+ years of experience in IT infrastructure, operations, or technology leadership.
5+ years of experience leading, mentoring, and growing multidisciplinary IT teams.
Proven experience leading multidisciplinary teams across security, cloud infrastructure, application management, and IT operations.
Deep hands-on and leadership experience with the Microsoft ecosystem, including the Microsoft 365 suite and Azure PaaS and IaaS environments.
Working knowledge of relevant security and compliance frameworks (such as SOC 2) and experience operating IT environments under audit.
Substantial ITSM/ITIL experience with a track record of advancing IT service management process maturity.
Working knowledge of software development operations and supporting platforms, including Azure DevOps, SQL Server, and IIS.
Demonstrated experience personally leading high-velocity technical hiring and staffing multidisciplinary teams at scale, including supporting significant headcount expansion within a 12-month period.
Experience negotiating and managing vendor and partner contracts, including renewals and service performance.
Strong executive communication and reporting skills, with the ability to convey technical concepts to both technical and non-technical audiences.
Familiarity with the Software Development Life Cycle (SDLC) and Agile delivery practices.
Experience operating within a multi-tenant or multi-company environment.
Demonstrated ability to leverage AI and emerging technologies to streamline workflows and operational processes.
Demonstrated aptitude for learning new technologies and adapting to evolving requirements.
Strong organizational skills with the ability to manage multiple priorities under tight deadlines.
Compensation and Benefits
Competitive compensation package that evaluates market data alongside candidate qualifications.
Comprehensive health coverage, including medical, dental, and vision plans, with flexible spending accounts and dependent coverage options.
Retirement benefits including a 401(k) plan with an employer match and self-directed brokerage option.
Paid time off, including additional scheduled year-end leave.
Paid parental leave.
Life insurance, accidental death and dismemberment (AD&D), and short- and long-term disability coverage.
Professional development assistance, tuition reimbursement, and professional licensing support.
For applicants residing in Colorado, California, Illinois, New York, Washington, and Washington, D.C.: Base compensation is determined by non-discriminatory factors including experience, knowledge, skills, capabilities, and geographic location.
Equal Opportunity and Notices
The organization is an Equal Opportunity and Affirmative Action Employer and participates in the Department of Homeland Security E-Verify program. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or protected veteran status.

Work arrangement
Yes