Director, Equity and Enrollment Tech, Benefits Experience & Technology (BXT)

We are looking for a Director of Software Development who will own the equity and enrollment technology stack end to end, from the core enrollment services our employees rely on through the equity systems behind them.You will lead the engineering organization responsible for building industry-leading products and experiences for Amazonians as they interact with their benefits — stock, retirement, and enrollment. You will set the technical vision, drive architectural decisions, and deliver working software on a 4–6 week cadence. You will work at the intersection of Artificial Intelligence (AI)/Machine Learning (ML), enterprise platform engineering, regulatory compliance, and employee experience — at a scale no other employer or vendor has reached.Two outcomes define success in this role:(1) World-class customer experience — build conversational, intuitive technology that makes complex benefits interactions simple and human.(2) Cost efficiency through AI — embed AI across the software development life cycle (SDLC) to reduce cost, accelerate delivery, and increase system reliability.This is a role for a builder who thinks in systems, not features. You will hold a 10-year architectural vision and ship production software every 4–6 weeks.What you will do:- Own the full technical strategy and roadmap for equity and enrollment systems serving millions of Amazonians.- Lead and grow a multi-team, multi-disciplinary engineering organization, maintaining both technical depth and customer proximity.- Drive adoption of AI/ML to improve developer productivity, system quality, and the employee experience.- Partner with product, compliance, and benefits operations to build systems that meet regulatory requirements without sacrificing speed or experience.- Set and hold a high technical bar: scalable architecture, operational excellence, and a strong engineering culture.- Define and deliver measurable outcomes — including [key cost, reliability, and customer experience metrics your org tracks] — and communicate progress to senior leadership.What you bring:- Demonstrated history building and leading large engineering organizations that delivered large-scale, customer-facing products on scalable architecture.- Deep understanding of customer experience, system architecture, and technical implementation details on products you have personally led.- Proven ability to mobilize multi-team, multi-disciplinary organizations while staying close to customers and the details.- Experience applying AI/ML to engineering systems, developer tooling, or customer-facing products.- Track record of translating a long-term architectural vision into incremental, shippable milestones.Key job responsibilities- AI-Native Platform Strategy: Own the technical vision for Equity and Enrollment technology, from human-processed workflows to AI-native orchestration — autonomous agents, agentic workflows, and humans for ambiguous gaps.- Conversational Experience: Drive conversational and voice-based leave management replacing callback queues with instant, contextual resolution.- Partner with Industry leaders: Leverage their expertise combined with your own experience to create and execute on an innovative technical product strategy.- Customer Experience: Deep understanding on how to improve the customer experience using data and anecdotes. You will look around corners to proactively mitigate obstacles and get ahead of industry trends.About the teamNo employer or vendor has built what we are building — a benefits technology platform at the scale and complexity of Amazon. This team directly impacts millions of people at moments that matter: when they enroll in healthcare, vest equity, or plan for retirement. If you want to build something that has never existed before, this is the role.Basic qualifications- Bachelor’s degree in Computer Science or related field of study - 10+ years leading software development teams - Experience delivering technology products- Demonstrated ability to work across disciplines with product, engineering, research, and design - Strong analytical and quantitative skills; ability to use hard data/metrics to drive actions- Attention to detail including proven ability to manage multiple, competing priorities simultaneously- Excellent written and verbal communication skillsPreferred qualification - Experience in HR technology, benefits administration, insurance/claims processing, or regulated workflow automation- Deep expertise in agentic AI architectures, LLM-based systems, and autonomous workflow orchestration- Experience building compliance-critical systems in regulated environments (healthcare, financial services, employment law)- Track record of building platforms designed for external productization or multi-tenant operation- Experience with event-driven architectures, API-first design, and composable service ecosystems- Demonstrated ability to lead through ambiguity at the intersection of technology, policy, and operations- Experience managing technology organizations through operating model transformations (manual automated AI-native)- Strong written communication skills; experience with narrative-driven product development (PR/FAQ or equivalent)- Experience partnering with legal, compliance, and policy teams on technology decisions with regulatory implications- Track record of building and scaling engineering teams across multiple geographies- Experience with clinical or medical data systems, NLP/document intelligence, or decision-support systemsAmazon is an equal opportunity employer and does not discriminate on the basis of protected veteran status, disability, or other legally protected status.Our inclusive culture empowers Amazonians to deliver the best results for our customers. If you have a disability and need a workplace accommodation or adjustment during the application and hiring process, including support for the interview or onboarding process, please visit for more information. If the country/region you’re applying in isn’t listed, please contact your Recruiting Partner.The base salary range for this position is listed below. Your Amazon package will include sign-on payments and restricted stock units (RSUs). Final compensation will be determined based on factors including experience, qualifications, and location. Amazon also offers comprehensive benefits including health insurance (medical, dental, vision, prescription, Basic Life & AD&D insurance and option for Supplemental life plans, EAP, Mental Health Support, Medical Advice Line, Flexible Spending Accounts, Adoption and Surrogacy Reimbursement coverage), 401(k) matching, paid time off, and parental leave. Learn more about our benefits at .USA, WA, Seattle - 264,100.00 - 350,000.00 USD annually