True Classic is hiring a Head of Technology to take ownership of the company’s enterprise technology strategy, systems, integrations, data infrastructure, security, business intelligence, and artificial intelligence capabilities. In this position, you will lead the entire technology function, ensuring True Classic operates through a connected, secure, scalable, and intelligent technology ecosystem across the entire organization. Reporting directly to the CEO, you will define the future of True Classic’s technology stack while ensuring the systems supporting the business today remain reliable, accurate, and effective.

We are looking for a hands-on, strategic, AI-native, and business-minded technology leader with a proven ability to build technical teams, modernize enterprise systems, scale data capabilities, automate business processes, and translate complex business needs into practical technology solutions in a fast-paced, dynamic environment.

Responsibilities

across all product categories, geographies, and sales and marketing channels. This role will have significant influence over DTC, retail, wholesale, marketplaces, and emerging channels, ensuring strategic alignment and operational excellence enterprise-wide. Areas of Accountability Technology Leadership and Strategy Lead True Classic’s technical teams, including NetSuite developers, Shopify developers, AI developers, data engineers, data transformation specialists, and business intelligence professionals.

Define and own the long-term vision, architecture, and roadmap for the entire True Classic technology stack. Establish a disciplined build-versus-buy framework, determining when to implement leading external platforms and when to develop proprietary solutions. Lead technology vendor selection, contract negotiations, renewals, and performance management, ensuring every platform delivers measurable business value.

Enterprise Systems, Integrations, and Corporate IT Own the enterprise systems that operate the company, beginning with NetSuite and the platforms supporting finance, operations, inventory, fulfillment, commerce, and reporting. Oversee integrations, middleware, APIs, and data flows between systems, ensuring information moves accurately and reliably throughout the organization. Lead corporate IT operations, including employee provisioning, identity and access management, devices, technical support, and onboarding and offboarding processes.

Maintain a clean, documented, governed, and scalable technology environment that allows the organization to move quickly without sacrificing reliability or control. Data Governance, Security, Warehousing, and Business Intelligence Establish enterprise-wide standards for data ownership, definitions, quality, access, protection, documentation, and governance. Own True Classic’s security posture, including access controls, vendor risk, compliance, data protection, and the security of customer, employee, and company information.

Lead the data platform end to end, encompassing data engineering, transformation, warehousing, semantic layers, reporting, and business intelligence. Create a trusted, accessible source of truth that enables teams across the company to make timely decisions based on accurate data rather than assumptions. AI and the Application Intelligence Layer Lead True Classic’s AI function and establish the strategy for applying artificial intelligence across the organization.

Develop context layers, intelligent agents, automations, and custom applications that simplify workflows and perform meaningful business work. Partner with every function to identify opportunities where AI can improve speed, quality, efficiency, decision-making, or cost.

Requirements

. Cross-Functional Collaboration Partner with Finance and Operations to ensure NetSuite and re