Director of Information Technology

Director of Information Technology

Remote – work virtually from anywhere in the United States

AI2IO recognizes salary ranges from job boards do not necessarily reflect our pay ranges. In many instances we out-compete those ranges for well-qualified candidates.

The Director of Information Technology is responsible for the tactical execution of the strategic technology roadmap defined by the CTO. This role translates strategy into operational reality, directing multidisciplinary teams across security, cloud infrastructure, SaaS Business Applications, M365 application management, and IT operations to deliver reliable, secure, and scalable technology services across the Company's family of affiliated organizations.

This role is intended as a leadership development track toward broader executive technology responsibility. As the Director demonstrates impact and readiness, the scope of the role may expand to include oversight of additional technical functions such as software engineering, business intelligence, and product, with the potential to grow toward senior executive scope over time.

• Lead IT Operations: Direct day-to-day IT operations including end-user support, procurement, and employee onboarding and offboarding, ensuring responsive, reliable service across the organization
• Own Security & Cloud Infrastructure: Direct the security and cloud infrastructure functions, ensuring the technology environment is secure, resilient, performant, and cost-optimized across hybrid on-premises and Azure cloud environments, in alignment with SOC 2 and other applicable security and compliance standards
• Manage M365 Applications: Oversee administration and management of the Microsoft 365 ecosystem, ensuring application reliability, security, governance, and effective adoption across the organization
• SaaS Business Applications: Oversee administration and configuration of hosted 3rd party applications that are crucial to continued business functions
• Business Continuity & Disaster Recovery: Establish and maintain business continuity and disaster recovery plans for the technology environment, including backup, failover, and recovery procedures, and ensure they are tested on a regular cadence

• Execute the Roadmap: Own the tactical implementation of the technology roadmap and strategic priorities established by the CTO, converting strategy into actionable plans, timelines, and measurable outcomes
• Drive ITSM/ITIL Maturity: Lead the organization toward maturity in IT Service Management, establishing and continuously improving ITIL-aligned processes for incident, problem, change, request, and asset and configuration management, and defining service-level metrics and operational KPIs

• Partner with the Director of Software Engineering: Align on infrastructure needs and the roadmap for software development operations, maintaining working familiarity with development platforms and practices including Azure DevOps, SQL Server, and IIS
• Partner with the Director of Tech Talent & People Operations: Coordinate on staffing plans and hiring pipelines for IT roles, and partner on career track development and role leveling for the IT organization
• Partner Across the Business: Serve as a trusted technology partner to leadership across the organization; coordinate with peer directors on shared infrastructure, security, and service priorities, and ensure effective collaboration across functions

• Build and Develop the IT Team: Recruit, build, and mentor high-performing, multidisciplinary teams at the pace required to support rapid organizational growth, establishing clear structure, roles, accountabilities, and career paths, and providing direct mentorship and performance management
• Own Vendor Relationships: Manage vendor and technology partner relationships across the IT function, including contract negotiation, renewal management, and performance oversight
• Contribute to Budget Planning: Contribute to IT budget planning and forecasting in partnership with the CTO, including cost forecasting for infrastructure, licensing, and vendor spend
• Report to Leadership: Provide executive-level reporting on IT initiatives, roadmap progress, service performance, risks, and resource needs to the CTO and senior stakeholders, translating technical details for both technical and non-technical audiences

• Performs Other Related Duties as Assigned

• Proven experience leading multidisciplinary IT teams across security, cloud infrastructure, application management, and IT operations (end-user support, procurement, onboarding and offboarding)
• Deep hands-on and leadership experience with the Microsoft ecosystem, including the full Microsoft 365 suite and Azure PaaS and IaaS environments
• Working knowledge of relevant compliance and security frameworks (e.g., SOC 2) and experience operating IT environments under audit
• Substantial ITSM/ITIL experience with a demonstrated track record of driving IT service management process maturity
• Working knowledge of software development operations and supporting platforms, including Azure DevOps, SQL Server, and IIS, sufficient to partner effectively with software engineering leadership
• Demonstrated experience personally leading high-velocity technical hiring, building out and staffing multidisciplinary teams at pace, including experience supporting significant headcount growth (e.g., doubling a team) within a 12-month period
• Experience negotiating and managing vendor and technology partner contracts, including renewal negotiation and vendor performance management
• Strong executive communication skills, including the ability to provide executive-level reporting and influence senior leadership
• Familiarity with SDLC and Agile delivery practices
• Experience operating in a multi-tenant or multi-company environment
• Ability to leverage AI and emerging technologies to streamline workflows, optimize operational processes, and contribute to company-wide innovation
• Ability to work under pressure and meet close deadlines
• Demonstrated aptitude for learning new technology and adapting to evolving requirements
• Organizational skills, with the ability to manage multiple tasks simultaneously

• Bachelor's degree in IT, Information Systems, Computer Science, or related discipline

PLUS

• 10+ years of experience in IT infrastructure, operations, or technology leadership, including 5+ years leading and growing multidisciplinary IT teams

AI2IO does not accept unsolicited resumes from recruiters, employment agencies, or other staffing services. Unsolicited resumes include any resume or hiring document sent to AI2IO in the absence of a signed Service Agreement where AI2IO has expressly requested recruitment/staffing services specific to the position at hand. Any unsolicited resumes, including those submitted to hiring managers or other business leaders, will become the property of AI2IO and AI2IO will have the right to hire that candidate without reservation – no fee or other compensation will be owed or paid to the recruiter, employment agency, or other staffing service.