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Chief Technology Officer - Retail

Remote Full-time Live

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 Apply To this Job

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