AI Enablement Engineer

At J.Jill, we’re redefining what it means to dress and live with ease. As a women-led, Boston-based lifestyle brand with 200+ stores nationwide, we design thoughtful, inspired apparel and accessories that celebrate the totality of all women. We’re entering an exciting chapter of growth — expanding our footprint, reaching new customers, and deepening long-standing relationships. We're seeking bold thinkers and doers to join us. With competitive pay and benefits, a supportive culture, and the chance to make a real impact, this is more than a job, it’s an opportunity to bring our ethos keep it simple, make it matter to life in new and inspiring ways.

J.Jill is seeking an AI Enablement Engineer to accelerate the practical adoption of artificial intelligence across the company. This highly visible, business-facing role will partner across functions and with the AI Steering Committee (AI SteerCo) to identify high-value opportunities, rapidly build and implement AI-enabled solutions, and embed AI into everyday work. Leveraging ChatGPT, Claude, and other emerging technologies, this individual will connect business challenges to AI capabilities and drive solutions from idea through implementation and measurable impact.

AI Adoption & Solutions

• Partner across J.Jill to identify and prioritize AI opportunities that improve productivity, speed, quality, customer experience, and business outcomes.
• Design, prototype, test, and implement AI-enabled solutions, including prompts, agents, automations, workflows, integrations, and lightweight applications.
• Translate AI capabilities into practical workflows and help teams move from opportunity identification through pilot and scaled adoption.
• Build AI fluency through hands-on coaching, demonstrations, training, and sharing of effective practices.
• Identify opportunities to apply AI across strategic priorities, including Brand & Product, Customer, Marketing, e-Commerce, Retail, and other enterprise functions.
• Evaluate emerging AI capabilities and measure results through outcomes such as time saved, adoption, quality, cost savings, conversion, or revenue.

Governance & Partnership

• Partner with AI SteerCo to maintain and prioritize a pipeline of AI opportunities and advance approved initiatives.
• Ensure solutions align with J.Jill policies and requirements related to AI governance, security, privacy, legal, architecture, and responsible AI.
• Collaborate with Information Services, Data & Analytics, Legal, Privacy, Security, and business teams to assess feasibility, data needs, risk, and implementation approach.
• Build strong cross-functional relationships, facilitate working sessions, and translate effectively between business and technical audiences.
• Drive adoption through visible wins, practical examples, and repeatable solutions that demonstrate measurable business value.

• Bachelor’s degree in computer science, engineering, information systems, data/analytics, business, or a related field, or equivalent practical experience.
• 3+ years of experience building, implementing, or enabling technology solutions, including hands-on experience with generative AI and large language models.
• Practical experience with ChatGPT, Claude, or similar platforms, including prompt engineering and AI-enabled workflow design.
• Experience building prototypes, automations, agents, integrations, or lightweight applications using APIs, low-code/no-code platforms, scripting, or development tools.
• Ability to quickly understand business processes and translate ambiguous problems into practical, testable solutions.
• Working knowledge of data, integrations, APIs, security, privacy, and responsible AI considerations.
• Strong cross-functional communication and influencing skills; retail, consumer, e-Commerce, marketing, merchandising, or customer experience is a plus.

Leadership Competencies

• Outcome-oriented: Focuses on measurable business value and practical results.
• Hands-on and action-oriented: Builds, tests, learns, and iterates quickly.
• Curious and forward-thinking: Stays current on evolving AI capabilities and separates meaningful opportunities from hype.
• Collaborative and influential: Builds trust and drives adoption across technical and non-technical teams.
• Clear communicator: Makes complex AI concepts accessible and relevant to different audiences.
• Responsible and adaptable: Balances speed and experimentation with governance, risk, and sound judgment while operating effectively amid ambiguity and change.

Benefits, Tailored for You.

• Bonus eligible.
• 401(k) retirement plan with discretionary match and tuition reimbursement.
• Medical, dental, vision, company paid LTD/STD, and generous amount of paid time off.
• Generous associate discount; group discounts on auto, pet and homeowner insurance.
• Discount Marketplace for travel, consumer products, food, auto buying, etc.
• Associate resource groups.

At J.Jill, we believe our associates should be seen, valued, and celebrated. We support the advancement of our associates by harnessing their unique contributions to grow and improve, and our success is guided by a culture that values keeping it simple and making it matter. J.Jill is an equal opportunity employer and is committed to providing an inclusive and professional workplace free from discrimination and harassment. All employment decisions at J.Jill are based solely upon business needs, job requirements and individual qualifications without regard to race, color, religion, sex, pregnancy and pregnancy related conditions, gender identity, gender expression, national origin, sexual orientation, sexual and reproductive health decisions, age, marital status, disability, genetic information, military or veteran status or any other legally protected status. J.Jill provides reasonable accommodation to qualified individuals, in accordance with applicable laws.  If you need to inquire about an accommodation to assist with completing the application process, please email Talent.Acquisition@jjill.com.