Senior AI Software Engineer, Labs

__About Stylitics

Stylitics is the leading visual outfitting and styling solution for the world’s top retailers and brands. Our clients include Nike, Macy’s, Revolve, Puma, Crate & Barrel, Bloomingdale’s, and dozens of others. Founded in 2011, Stylitics uses a powerful combination of algorithms, trend data, and stylist expertise to deliver millions of on-brand outfit recommendations daily across multiple channels such as e-commerce, email, advertising, stores, and social media. About 100 million shoppers use Stylitics content and technology on retail sites each month to find inspiration, discover new products and brands, and gain confidence in how to style their purchases.

About Stylitics AI Labs™

Stylitics AI Labs™ is Stylitics' innovation division, launched in 2026 to work directly with senior leaders at enterprise retailers and brands on AI initiatives that sit outside traditional product roadmaps. We partner by invitation with a small number of retailers at a time, focusing on problems that require real domain expertise and that horizontal LLMs cannot solve on their own.

AI Labs delivers production-ready systems in 90-day sprints, structured across three phases: Domain Discovery, Model Training & Tuning, and Production Deployment. Current production initiatives include Advanced Personalization, which applies attribute-level targeting across more than 26 shopper data points; Virtual Try-On, which uses computer vision and neural rendering to visualize products on diverse body types; and Analytics, which provides direct access to the Strata data layer for visibility into outfit performance, category affinity, and cross-brand purchase intent.

About The Role

We are looking for an experienced AI Software Engineer to join AI Labs and help shape the future of how Stylitics empowers AI models with the data, tools, and expertise they are missing out of the box. In this role, you'll combine your expertise in software engineering, product sensitivity, and prompt design to drive innovation in AI model-based applications across various retail use cases and multiple clients.

This is a full-stack role. Front-end skills matter because so much of what Labs does is prototyping, you need to be able to stand up a UI that shows stakeholders what something can do. Back-end skills matter because we care about databases, application architecture, and building systems that scale across multiple clients. You'll work fairly independently while connecting with cross-functional teams to prototype, test, and deploy unique solutions. This is a hands-on individual contributor role reporting directly to the CTO, with high visibility and the opportunity to influence the way we build, monitor, and evaluate next-generation AI systems. If you're excited about exploring the frontiers of generative AI and making a direct impact through production-level contributions, we'd love to meet you.

What You Will Do

• Write production-level code in TypeScript (with AI tools)
• Build full-stack prototypes, including front-end interfaces that demonstrate capability to stakeholders and clients
• Prompt engineering and testing with LLMs, including Claude, Gemini, and OpenAI models
• Context engineering to determine the right data to surface to LLMs and agents
• Agentic workflow design
• Help us build systems to easily monitor and test LLM performance
• Analyze large data sets
• Design and implement solutions for scale and maintainability across multiple clients
• Contribute as a thought leader to conversations around LLM usage, including challenging or proposing technical directions and identifying what to worry about (and what not to) early in a project

Must-Have Qualifications

• Bachelor's Degree from an accredited college or university in Computer Science, Data Science, Statistics, or other related fields, or equivalent experience
• 7+ years of software development experience, including work within retail, e-commerce, or another applied AI/technology industry. Experience building AI or LLM-powered products is a bonus
• Confident communication (written and oral) skills and a demonstrated ability to work collaboratively with all levels of internal and external organizations. Strong asynchronous written communication is essential, Labs works across time zones and with small, distributed teams
• Strong problem-solving, attention to detail, organizational, and time management skills along with demonstrated strategic thinking abilities
• Working experience with modern prototyping stacks, specifically React, TypeScript, and SQL, sufficient to stand up a working UI backed by a real data model
• Experience with LLMs, testing, and prompt engineering, including work with Claude, Gemini, and OpenAI APIs
• Demonstrated affinity for and experience with agentic software engineering — either on the job or on your own time. We expect you to be enthusiastic about using AI coding tools in your day-to-day work
• Solid understanding of system design, scalability principles, use of APIs, and open-source packages
• Demonstrated ability to evaluate model performance using structured test cases and metrics
• Ability to operate independently with ambiguity in product definition
• Judgment to know when to trust an LLM's output and when to challenge it — a foundation of actual engineering knowledge and experience, not just the ability to look things up

Nice-to-Have Qualifications

• Experience at a high-growth start-up and comfortable with the unknown
• Working experience with building test workflows for LLMs
• Familiarity with additional programming languages such as Java or Python for data processing or AI prototyping

Salary

When we find the right person, we try to put our best foot forward with an offer that excites you and is fair on our end. We consider the skills and experience you bring, what similar jobs pay, and make sure there's equal pay for equal work among those you'll be working with. The compensation amount for this role is targeted at $150,000 – $180,000 USD annually. The final offer also takes into account other factors of a total compensation package, including what is market-based on the region. Please note that the range is being shared in good faith and is subject to modification based on changing market and business conditions.

Our Values

Our values reflect what is important to us at Stylitics and serve as the foundation in which we do business. Each core value is best illustrated by actions and attitudes that each Stylitics team member practices. They define what working at Stylitics means and what our teams embody through their time here.

• We care deeply about delivering high quality work
• We work to be the best partners possible
• We get things done
• We believe the right team matters most
• We think like customers and act like owners
• We relish being pioneers

Our Benefits & Perks

• Vision and dental insurance options that are fully covered by us
• Medical plan coverage, with options that start at no cost to you
• Competitive salary along with career planning for the future
• For this role, stock options in a company that is growing rapidly and successfully
• Commuter benefits program
• Company matched 401k plan to help plan for your future
• Generous paid time off policies
• Work events - both virtual and in person
• Access to ClassPass - a company paid benefit giving you access to numerous physical and mental well being needs
• Working with fun, hardworking, nice people who are committed to making a difference

Join Us

We strive to create a place where all feel safe, empowered, engaged, championed, and inspired. Equal Employment Opportunity has been and will continue to be, a fundamental principle at Stylitics where employment is based upon personal capabilities and qualifications without discrimination because of race, religion, color, gender, national origin, age, citizenship, ancestry, marital status, sexual orientation, gender identity and expression, pregnancy and related medical conditions, veteran status, genetic information, disability or any other reason prohibited by federal, state or local law. This applies to all policies and employment practices relating to recruitment and hiring, compensation, benefits, termination and all other terms and conditions of employment.