Chief Technology Officer - Retail

Remote Full-time
About the Role We are seeking a forward-thinking, execution-driven Chief Technology Officer to lead the technology vision and operational excellence for our fast-growing retail and e-commerce/DTC company. This executive will oversee all engineering functions, IT operations, digital platforms, and project management while building and executing a strategic roadmap that supports aggressive growth, omnichannel expansion, and a modern, scalable tech infrastructure. The ideal candidate is both a strategic architect and a hands-on leader who understands retail complexity, e-commerce acceleration, and the demands of high-volume digital transactions. They know how to build world-class teams, modernize tech stacks, optimize system integrations, and translate business goals into technical execution. This role requires a leader who has scaled technology at a high-growth brand, managed full-stack engineering teams, and has the courage to rebuild, optimize, and innovate across an entire digital ecosystem. Key Responsibilities Technology Strategy & Roadmap • Build and lead a multi-year technology roadmap that supports aggressive retail and DTC growth. • Champion digital innovation across e-commerce, mobile, in-store technology, loyalty, POS, and customer experience. • Identify tech gaps, vulnerabilities, and modernization opportunities—then execute. • Partner with Executive Leadership to align technical initiatives with business goals and revenue targets. Engineering Leadership • Lead and mentor high-performing engineering teams across front-end, back-end, platform, and QA. • Implement engineering best practices, code quality standards, sprint discipline, and scalable development processes. • Drive architectural decisions, automation, systems design, and software reliability. • Evaluate build vs buy decisions for platforms, integrations, and new tools. IT & Infrastructure Ownership • Oversee all IT operations, cybersecurity, infrastructure, and internal systems. • Build a secure, reliable, high-uptime environment across retail stores and digital operations. • Manage data architecture, integrations, cloud environments, and hardware/software procurement. E-Commerce & Digital Product • Own the technical performance of the DTC e-commerce platform and all connected systems. • Improve site speed, stability, conversion, personalization, and user experience. • Drive innovation around checkout, payments, fulfillment, inventory visibility, and omni-channel experiences. • Partner with Marketing and Operations to support rapid traffic growth and campaign load. Project Management & Execution • Lead the PMO (Project Management Office) to ensure flawless execution of tech initiatives. • Prioritize cross-functional projects with clear timelines, resource plans, and success metrics. • Ensure on-time delivery of technology enhancements, integrations, and new builds. • Implement agile methodologies that support continuous improvement. Vendor & Partner Management • Oversee all external tech vendors, agencies, contractors, and platform partners. • Negotiate contracts, evaluate vendor performance, and ensure alignment with strategy. • Manage enterprise systems including ERP, CRM, POS, CMS, WMS, loyalty, and marketing tech. Qualifications • 10+ years in technology leadership, including 5+ years leading engineering teams. • Experience in retail, e-commerce, DTC, CPG, or scalable consumer brands required. • Proven track record modernizing tech stacks and leading digital transformation. • Deep understanding of: • Full-stack development • Cloud infrastructure (AWS, Azure, GCP) • E-commerce platforms (Shopify Plus, Magento, custom builds, etc.) • Integrations (ERP, POS, OMS, CRM, WMS) • Data architecture and security • Strong background in IT, cybersecurity, and enterprise systems. • Strong project management and cross-functional leadership skills. • Ability to balance innovation with operational excellence. • Experience building and scaling teams in a high-growth environment. What Success Looks Like • Modern, scalable tech stack capable of supporting rapid retail and e-commerce expansion. • High-performing engineering, IT, and PMO teams working in sync. • Faster development cycles, cleaner releases, and consistent on-time delivery. • A secure, stable, high-uptime environment across all digital and physical operations. • Dramatic improvements in site performance, traffic capacity, and conversion. • Clear communication, transparency, and alignment between technology and the rest of the business. • A digital foundation that becomes a competitive advantage not a bottleneck. Apply tot his job
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