Director of AI & Digital Transformation

Director of AI and; Digital Transformation Reports to: COO/CFO The Opportunity We’re looking for a Director of AI & Digital Transformation to help shape how we use data, artificial intelligence, automation, and emerging technology across our business. Reporting directly to the COO/CFO, this role will work across the organization to identify opportunities where data and technology can improve how we operate, make decisions, and serve our customers. This is a highly cross-functional role for someone who can connect business needs, data, and technology and turn opportunities into practical, scalable solutions with measurable business impact. This is not simply a technology role. We’re looking for someone who understands the business problem first, identifies the right solution, builds the business case, and then leads the work required to bring it to life and drive adoption. What You’ll Be Doing

Create Smarter, More Personalized Customer Experiences You’ll also help us use AI and data to create a more relevant, personalized, and intuitive digital experience for our customers.  Identify opportunities to use AI and customer data to improve product discovery, personalization, recommendations, content, and messaging.  Expand the capabilities of existing platforms, including Constructor.io, while evaluating new technologies that can improve customer experience.  Develop capabilities that deliver increasingly personalized experiences based on customer behavior, preferences, intent, and other relevant data.  Partner closely with eCommerce, Marketing, Merchandising, and Technology teams to identify and implement the highest-value customer use cases.  Measure the impact of these initiatives on customer engagement, conversion, retention, and overall business performance.

Turn Data Into Business Insights

You’ll help us get more value from the data we already have while continuing to strengthen our broader data and analytics capabilities.  Lead data analytics and business insights initiatives that turn complex information into clear, actionable recommendations.  Partner with internal teams and third parties to integrate data from multiple sources and create a more complete view of our business and customers.  Identify opportunities to automate manual reporting and analysis, improving the speed, accuracy, and consistency of insights.  Establish standards and best practices for data quality, governance, accessibility, and responsible AI use.  Evaluate new data, analytics, and technology platforms and determine where new capabilities can meaningfully improve business performance.

Lead AI & Digital Transformation You’ll help identify where AI, automation, technology, and redesigned workflows can make the biggest difference across the organization.  Partner with teams across the business to identify and prioritize opportunities to improve productivity, operating performance, and employee effectiveness.  Translate business challenges into practical solutions that reduce manual work, improve quality, accelerate execution, or unlock new capabilities.  Build a structured approach for evaluating, testing, prioritizing, and scaling AI initiatives.  Evaluate emerging platforms and technologies, develop the business case for adoption, and lead implementation of the solutions we choose to pursue.  Develop practical best practices that help employees use AI effectively, securely, and responsibly.  Lead education, adoption, and change-management efforts so new tools become part of how we work—not simply another technology implementation.  Define success metrics and communicate the impact of initiatives through measurable outcomes such as time savings, cost reduction, revenue contribution, productivity improvements, and customer impact.

What You Bring  8+ years of experience in digital transformation, data and analytics, AI/automation, business technology, eCommerce technology, or a related field, with experience leading cross-functional initiatives.  Strong understanding of AI, automation, analytics, and modern digital platforms, with the ability to translate emerging technology into practical business applications.  Demonstrated experience identifying business problems and opportunities, developing a business case, evaluating potential solutions, and leading implementation from concept through adoption.  Experience working with data from multiple systems and sources to develop actionable business insights and improve decision-making.  Strong analytical and business acumen with the ability to connect technology investments to measurable outcomes such as revenue growth, cost savings, productivity, conversion, and customer experience.  Experience evaluating and managing third-party technology vendors and platforms, including implementation and integration partners.  Proven ability to work cross-functionally with technical and non-technical teams and influence stakeholders across an organization.  Experience leading organizational change and technology adoption, including educating teams and establishing practical standards and best practices.  Strong project leadership skills with the ability to prioritize competing opportunities and move initiatives from idea to pilot to implementation to measurement.  Bachelor’s degree or equivalent relevant professional experience. Nice to Have  Experience within eCommerce, retail, or a digitally driven consumer business.  Experience with customer personalization, product recommendation, search, or other AI-powered customer experience technologies.  Familiarity with CRM, marketing technology, data platforms, and business intelligence/analytics tools.  Hands-on experience implementing generative AI, machine learning, automation, or AI-enabled workflow solutions.

 Experience working with platforms such as Constructor.io or similar personalization and product discovery technologies. What Success Looks Like Success in this role means making AI and data practical, useful, and measurable across the organization. You’ll help us move beyond experimentation by identifying the opportunities that matter most, implementing solutions that solve real business problems, and ensuring our teams have the tools and knowledge to use them effectively. Ultimately, you’ll help build a more data-driven, efficient, personalized, and technology- enabled organization while ensuring our investments in AI and digital capabilities deliver measurable business value.

• 8+ years leading digital transformation, data analytics, AI/automation, or eCommerce technology initiatives with proven cross-functional leadership and ability to translate emerging tech into measurable business outcomes.

• eCommerce or retail industry experience, hands-on work with generative AI/machine learning, familiarity with Constructor.io or similar personalization platforms, and experience with CRM and business intelligence tools.

• Data analytics platforms, business intelligence tools, AI/automation frameworks, CRM systems, marketing technology stack, and third-party technology evaluation and integration capabilities.