Director of IT is a hands-on, strategic leader responsible for the end-to-end delivery of technology across infrastructure, enterprise systems (NetSuite, Salesforce, UKG), cybersecurity, and technical support for a ~200-person organization.
This role leads a team of approximately 8 internal staff, plus managed partners, and requires a balance of operational excellence, strategic vision, and entrepreneurial curiosity. The Director will partner closely with the Senior Leadership Team (SLT) to modernize systems, enable data-driven decision-making, and integrate AI into core business workflows to improve efficiency, insights, and scalability.
This role sits at the center of enabling the company's next phase of growth-scaling systems, empowering people, and embedding AI-driven capabilities into everyday work. Success in this position means building a modern, agile IT function that operates as a true business partner-not just a service provider.
What You'll Be Doing:IT Leadership & Team Development- Lead, inspire, and develop a high-performing IT organization, fostering a culture of accountability, urgency, and entrepreneurial curiosity
- Set clear expectations, priorities, and performance standards that drive a strong work ethic and continuous improvement mindset
- Operate as a player-coach, providing both strategic leadership and hands-on execution where needed
- Build a team culture focused on service excellence, innovation, and business impact
Executive Partnership & Communication- Serve as the primary IT partner to the Senior Leadership Team (SLT)
- Communicate effectively with executives on:
- Technology strategy and roadmap
- System performance and risks
- Cybersecurity posture
- Investment decisions and ROI
- Translate technical concepts into clear business outcomes and actionable insights
- Actively contribute to enterprise-wide decision-making, not just IT-specific initiatives
IT Strategy & Operations- Develop and execute a practical, scalable IT roadmap aligned with company growth and operational priorities
- Establish governance, prioritization frameworks, and KPIs appropriate for a mid-sized organization
- Ensure reliable, cost-effective delivery across all IT services
- Manage IT budget, vendor portfolio, and technology investments
Infrastructure & Cloud Operations- Own cloud infrastructure (AWS/Azure), networks, endpoints, and core SaaS ecosystem
- Partner with MSP to ensure high availability, performance, and security
- Maintain disaster recovery, business continuity, and system resilience plans
- Drive automation and standardization to improve scalability and reduce manual effort
Enterprise Business Systems Ownership- Serve as a partner to the business owners of:
- NetSuite (ERP/Finance)
- Salesforce (CRM & revenue operations)
- UKG (HCM & workforce management)
- Ensure systems are optimized to support business workflows, reporting, and decision-making
- Lead cross-functional collaboration with Finance, HR, Sales, and Operations
- Oversee integrations and data flows to ensure a single, trusted source of truth
- Drive user adoption, data quality, and continuous system improvement
AI, Automation & Data Enablement- Act as a collaborative leader in bringing AI into company workflows, partnering with functional leaders to identify high-impact use cases
- Champion practical AI and automation solutions within NetSuite, Salesforce, UKG, and adjacent tools
- Enable predictive analytics, workflow automation, and enhanced reporting across the organization
- Ensure systems are structured to capture, integrate, and leverage high-quality data
- Balance innovation with governance, security, and business value
Cybersecurity & Risk Management- Establish and maintain a right-sized cybersecurity program leveraging internal leadership and external MSSP capabilities
- Ensure foundational controls (MFA, endpoint security, access management, monitoring, backups) are in place
- Oversee incident response planning, risk assessments, and compliance efforts
- Promote organization-wide security awareness and accountability
Technical Support & Employee Experience- Oversee IT support (internal + MSP), ensuring fast, reliable resolution of employee issues
- Deliver a high-quality onboarding/offboarding experience
- Improve self-service capabilities, knowledge resources, and automation
- Track and enhance service metrics (response time, resolution time, user satisfaction)
Vendor & Partner Management- Manage MSP, MSSP, and provide support for specialized system partners (NetSuite, Salesforce, UKG)
- Ensure strong service delivery, accountability, and alignment with business priorities
- Optimize vendor footprint for cost, performance, and scalability
Your Experience & Qualifications:- 8+ years of progressive IT experience, including 5+ years of leadership in a mid-sized or high-growth organization
- Experience leading multi-functional teams (including internal staff and external partners)
- Experience with supporting enterprise platforms such as NetSuite, Salesforce, UKG (or similar)
- Strong experience in cloud infrastructure, SaaS environments, and cybersecurity fundamentals
- Demonstrated ability to partner with executive leadership and influence business outcomes
Core Competencies- Inspirational leadership with the ability to build a driven, accountable, and curious team culture
- Strong executive communication skills and comfort engaging with senior leadership
- Entrepreneurial mindset-identifies opportunities, moves quickly, and drives results
- Collaborative, cross-functional leadership style
- Ability to balance strategy and hands-on execution effectively
Preferred- Experience in a 150-300 employee environment
- Exposure to AI tools, automation platforms, or analytics initiatives
- Experience supporting Finance, HR, and Sales through core systems
- Relevant certifications (cloud, cybersecurity, systems)
Success Metrics- High-performing, engaged IT team with strong accountability and execution
- Effective partnership and trust with the Senior Leadership Team
- Measurable progress integrating AI and automation into business workflows
- High system reliability, security, and user satisfaction
- Strong adoption and optimization of NetSuite, Salesforce, and UKG
- Technology investments delivering clear business value
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