Chief Technology Officer - Retail | Ecommerce

Remote
Full Time
Leap Brands
Senior Executive

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.

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