Director/Senior Director

Summary

Join Caraway, a fast-growing home goods brand, as their Director/Senior Director of eCommerce. Lead and scale the digital ecosystem, driving innovation and optimizing every digital touchpoint to create a seamless shopping experience. Oversee the entire eCommerce funnel, from product management and UX design to content, development, and conversion optimization. Manage and mentor a cross-functional team, ensuring new launches and campaigns are flawlessly executed online. Build a best-in-class digital experience that enhances discovery, improves performance metrics, and supports sustainable growth. This role requires deep Shopify and headless experience, a passion for digital storytelling, and strong leadership skills.

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, leading teams to deliver tangible business impact
• A self-starter and problem solver who thrives in fast-moving, entrepreneurial environments
• Proven experience in project management

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
• Support in resourcing and org planning including vendor and agency evaluations
• P&L/budget management
• Own the end-to-end digital strategy and roadmap for Caraway’s eCommerce experience across Shopify Plus and headless architecture, ensuring alignment with growth, brand, and overall business goals
• Define and execute a long-term vision for digital growth that aligns with company goals and customer needs
• Act as a strategic thought leader and business partner, identifying opportunities, building business cases, and presenting tradeoffs clearly to exec stakeholders
• Manage and optimize Shopify and headless commerce solutions, ensuring a seamless customer journey and scalable infrastructure through collaboration with the Tech Advisor and VP of Marketing & Digital
• 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
• Translate product and brand strategies into elevated, conversion-driving moments across the site
• Own and continuously optimize KPIs including revenue per session (RPS), average order value (AOV), and conversion rate (CVR)
• Develop and manage a robust A/B testing roadmap focused on UX, copy, layout, merchandising, and feature experimentation
• Leverage UI/UX insights and analytics to balance performance with experience across mobile and desktop
• Drive the digital product roadmap, including launch execution, platform improvements, and QA/release cycles
• Act as the steward of our technical ecosystem, owning Shopify Plus, headless infrastructure, third-party app integrations, and custom development
• Ensure peak development and technical performance through process ownership of sprint management, reducing bugs, increasing site speed and performance and team velocity
• Continuously optimize Caraway’s eCommerce technology, including vendor relationships, contract negotiations, and app integrations
• Oversee ongoing site reliability, performance, and ADA compliance in partnership with internal and external dev resources
• Own and optimize RPS, AOV, CVR using data-driven insights as well as funnel metrics: Product View CVR, ATC CVR, and Conversion Funnels
• Build and maintain analytics frameworks that provide visibility into performance and guide data-driven decisions
• Partner with growth, finance, and brand to evaluate digital initiatives based on incremental lift and long-term impact
• Lead eCommerce execution for product launches, brand campaigns, and promotions—working cross-functionally to ensure seamless coordination
• Partner with brand, growth, operations, creative, and finance to bring full-funnel moments to life and deliver performance results
• Stay ahead of eCommerce trends, platform capabilities, and emerging tech to keep Caraway’s digital experience at the cutting edge

Benefits

• Equity: We believe in our product and that the sky's the limit for where our business is going. You are an asset to Caraway’s success and we think you should be rewarded for it
• 401k: A 3% company match to help you plan for for your future
• Benefits: Comprehensive medical, dental + vision coverage options with generous employer contributions + access to FSA/HSA/Dependent Care FSA’s
• Parental Leave: Up to 12 weeks of fully paid parental leave, depending on tenure, and access to additional fertility care services via KindBody
• A Setup that works for you:: From MacBook to PC, we’ve got you covered. Let us know what you prefer and we’ll get your at-home set up stocked!
• Elevate your Workspace: Annual reimbursements for you to elevate your workspace , from standing desks to desktop succulents, you got it!
• Fully Remote: Need to pick up the kids? No problem. Have a doctor’s appointment? Enjoy! Flexibility when you need it most
• Coworking Reimbursement: Need a break from the home setting? Monthly reimbursements for you to get out of the house and work from anywhere. From day passes, to monthly memberships, the world is your oyster, we mean office
• Events + Swag: Connection is top of mind (Yes, even in our completely remote environment). We have monthly virtual events, company wide offsites, and many opportunities for new Caraway swag!
• Leveling Up with Caraway: In addition to exciting opportunities and exposure in your day-to-day work, we offer annual reimbursements to all full-time employees to support their professional development aspirations!
• #AwayFromCaraway: We believe healthy, happy humans do better work. We offer unlimited PTO in addition to our 11+ paid annual holidays and quarterly wellness days
• Wellness Reimbursement: Monthly reimbursements for you to stay well . From meal services to gym memberships to monthly massages, we want our team to have the flexibility to choose what wellness means for them
• Employee Discount: We provide an employee discount on all Caraway Home products so you can continue to level up your kitchen and home life, too!
• Home Upgrade(s): Complimentary product as a new hire + continuous to expand your Caraway Home collection