About the position
Caraway is seeking a Director/ Senior Director of eCommerce to lead and scale our digital ecosystem—driving innovation, optimizing every digital touchpoint, and building a seamless, high-performing shopping experience for our customers. This leadership role will oversee the full eCommerce funnel, from digital product management and UX design to content, development, and conversion optimization, all while deeply embedded in our Shopify Plus and headless architecture. Your mission: to build a best-in-class digital experience that enhances discovery, improves performance metrics (CVR, AOV, RPS), and supports scalable, sustainable growth across all product lines and lifecycle moments. You will manage and mentor a cross-functional team of product managers, UX/UI designers, content strategists, developers, and key contractors/agencies. You will be a key player in go-to-market execution—ensuring that new launches, promotions, and seasonal campaigns are flawlessly brought to life online. You'll drive prioritization, build business cases, and bring a clear, data-backed POV to executive decision-making. If you're a strategic leader with deep Shopify and headless experience, a passion for digital storytelling, and a knack for leading high-impact teams in fast-paced environments, this is your chance to take a high-growth, nine-figure brand to the next level.
Responsibilities
- Lead and develop a high-performing team spanning digital product, UX/UI design, site content, development, and external partners.
- Create prioritization frameworks to balance resources against business goals, ensuring clarity and impact across initiatives.
- Foster a culture of ownership, experimentation, and continuous improvement.
- Own the end-to-end digital strategy and roadmap for Caraway's eCommerce experience across Shopify Plus and headless architecture.
- Define and execute a long-term vision for digital growth that aligns with company goals and customer needs.
- Manage and optimize Shopify and headless commerce solutions, ensuring a seamless customer journey and scalable infrastructure.
- Oversee the full site experience, including navigation, product discovery, PDPs, quizzes, cart, checkout, and post-purchase.
- Lead site merchandising, product catalog strategy, bundling, promotions, and digital storytelling to drive conversion and upsell.
- Own and continuously optimize KPIs including revenue per session (RPS), average order value (AOV), and conversion rate (CVR).
- Drive the digital product roadmap, including launch execution, platform improvements, and QA/release cycles.
- Build and maintain analytics frameworks that provide visibility into performance and guide data-driven decisions.
- Lead eCommerce execution for product launches, brand campaigns, and promotions.
Requirements
- 8+ years of experience in eCommerce, digital product, or DTC operations.
- 5+ years leading high-impact digital product, engineering, and UX/UI design teams in a growth-stage environment.
- Deep Shopify Plus expertise, with hands-on experience managing custom themes, third-party apps, and headless setups.
- Fluent in digital merchandising, UX principles, and CRO best practices.
- Comfortable navigating product trade-offs and prioritizing work streams to balance short-term wins with long-term innovation.
- Analytical and highly proficient with performance data (Heap, Shopify Analytics, Looker/Omni, AB testing tools, etc.).
- Strong cross-functional communicator who can translate technical opportunities into executive-ready business cases.
- Proven experience in project management.
Benefits
- Equity: Comprehensive medical, dental + vision coverage options with generous employer contributions.
- 401k: A 3% company match to help you plan for your future.
- Parental Leave: Up to 12 weeks of fully paid parental leave, depending on tenure.
- Setup that works for you: From MacBook to PC, we've got you covered.
- Elevate your Workspace: Annual reimbursements for you to elevate your workspace.
- Fully Remote: Flexibility when you need it most.
- Coworking Reimbursement: Monthly reimbursements for you to get out of the house and work from anywhere.
- Events + Swag: Monthly virtual events, company-wide offsites, and many opportunities for new Caraway swag.
- Leveling Up with Caraway: Annual reimbursements to support professional development aspirations.
- Unlimited PTO in addition to our 11+ paid annual holidays and quarterly wellness days.
- Wellness Reimbursement: Monthly reimbursements for wellness activities.
- Employee Discount: Employee discount on all Caraway Home products.
- Home Upgrade(s): Complimentary product as a new hire.
