Head of Information Technology

This is a great opportunity to partner with the leadership team to guide the IT function at a well-established, small-to-midsize consumer products company with more than 30 years of industry experience. As Head of IT, you'll work directly with the leadership team to shape our technology roadmap — starting with the rollout of our newly selected, cloud-based ERP and PLM (Product Lifecycle Management) platform. This is a working-manager role: you'll set and execute IT strategy, lead and manage a small IT team, and remain hands-on with systems administration, integrations, and development work alongside them. You'll lead the rollout end-to-end, from planning and configuration through data migration, testing, training, and adoption, while ensuring our broader technology environment is secure and reliable. This role owns the balance between building a technology foundation that supports the company's needs today and near-term growth, doing so in a cost-effective, right-sized way — avoiding both under-investment and unnecessary overhead. What You Will OwnYou will be the person leadership turns to for the technology roadmap, and the one leading our newly selected, cloud-based ERP and PLM rollout from the ground up.IT Strategy & Leadership- Set and continuously refine IT strategy and roadmap that aligns with business priorities and near-term goals- Evaluate technology investments (build vs. buy, on-prem vs. cloud, tooling consolidation) with a clear eye on total cost of ownership- Serve as the primary technology advisor to executive leadership, translating business needs into practical, well-scoped IT initiatives- Establish IT policies, standards, and security practices appropriate for our size and risk profilePLM & ERP Rollout- Lead the rollout of our already-selected, web-based, cloud ERP and PLM platform end-to-end: project planning, configuration, data migration, testing, training, and go-live- Own the project timeline, budget, and risk management for the rollout, coordinating closely with product development, merchandising, finance, operations, and supply chain- Ensure the systems integrate cleanly with existing tools and EDI trading-partner workflows- Drive user adoption post-launch, including documentation, training, and ongoing optimizationSystems Administration & Infrastructure- Personally administer and maintain core systems, servers, network, and cloud infrastructure alongside the IT team- Manage backups, disaster recovery, patching, and endpoint security across the environment- Maintain and troubleshoot day-to-day IT operations, escalating and resolving issues directly when needed given the team's sizeEDI & Integrations- Own EDI infrastructure and trading-partner relationships, including mapping, onboarding new partners, and troubleshooting transaction issues (e.g., 850, 856, 810, and related document types)- Design and maintain integrations between EDI, ERP, PLM, and e-commerce/warehouse systems to ensure clean, reliable data flowSoftware Development- Contribute hands-on to development work across the full lifecycle, from ideation and technical design through implementation, testing, and deployment, for internal tools, integrations, and automation- Set development standards and review the team's code and technical decisions where applicable- Help use AI to develop solutions to reporting and process challenges- Identify opportunities to automate manual processes and improve system efficiencyTeam Leadership- Manage, mentor, and grow a small team of direct reports, setting priorities and providing hands-on technical guidance- Model a working-manager approach: plan and delegate strategically while remaining an active contributor on critical or urgent technical work- Manage relationships with external vendors, contractors, and managed service providers as needed to supplement the core teamWhat We Are Looking For- 10+ years of progressive IT experience (or equivalent demonstrated expertise), including 3 to 5 years in a leadership role, with proven success as a hands-on working manager who sets strategy while staying technically hands-on- Demonstrated experience leading or playing a lead role in a web-based ERP and/or PLM rollout, from planning through go-live- Strong systems administration background (servers, networking, cloud infrastructure, security fundamentals)- Hands-on EDI experience, including mapping, partner onboarding, and troubleshooting standard transaction sets- Working software development experience, with the ability to scope, build, and support integrations or internal tools- Strong vendor management and communication skills, able to manage budgets and outside partners while translating technical concepts for non-technical stakeholders and executivesBonus points for experience in apparel, consumer products, licensed merchandise, or a similar product-driven industry, familiarity with common PLM and ERP platforms used in product or apparel businesses, or experience building and scaling IT functions within a small or mid-sized company.Our StackMicrosoft 365, Azure AD / Entra ID, Windows and macOS, Alvao ITSM, Claris FileMaker, Claude AI and Google Gemini, PowerShell and Python, Apparel Magic, Power Automate, VMware ESXi, Synology NAS, cloud-based ERP and PLM (new rollout), EDIWhy You Will Love It Here Meaningful influence: evaluate our existing systems and programs and help shape what gets modernized, consolidated, or replaced as we invest in our IT foundation. Executive visibility: work directly with senior leadership, with your decisions carrying immediate, visible impact on the business. Cross-functional impact: your work will directly support and enable teams across the business, including sales, operations, design, product development, e-commerce, and finance. Stability with momentum: join a company with 30+ years of industry staying power that is actively investing in modern systems, not standing still. If you are a strategic, hands-on IT leader who wants to build the technology foundation for brands that people actually love, we would love to hear from you.Company name, compensation, benefits, and full location details will be shared upon further discussion.Our company is an equal opportunity employer.