Lead Product Manager

Who We Are  

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.

The Role

We’re building the future of AI‑powered fashion & retail automation. As a Lead Product Manager, your mission is to translate ambitious AI concepts into real, scalable product experiences. You’ll shape the vision and roadmap for systems that generate various outfit form factors, and orchestrate multi‑step workflows involving LLMs, multimodal generation (i.e. text-to-image, text-to-video, image-to-image, etc.), data pipelines, and human review loops. You will be the bridge between engineering, data science, design, and business stakeholders; ensuring that AI workflows are technically sound, strategically aligned, and optimized for user impact. This is a 0→1 opportunity where you’ll work in an ambiguous space, validate market fit, and iterate rapidly.

What You'll Do

• Define Product Vision & Strategy: Identify where AI can solve real user problems and craft a product vision that aligns with market needs and Stylitics’ goals. Decide how to measure success and handle uncertainty in model performance.
• Engage with Clients and Shoppers: You will be interacting directly with senior executives at the worlds largest Brands and Retailers to pitch new products, explain operational details and answer tough questions that could range from technical to creative to legal. You will also be expected to build empathy for shopper behavior and UX patterns.
• Own the Roadmap & Execution: Prioritize features, write clear product requirements, and drive delivery of AI products (image generation, video generation, attribution, etc.). Coordinate complex processes to balance speed, quality, and cost.
• Collaborate Across Functions: Act as the translator between data scientists, engineers, designers, and business leaders. Ensure everyone understands technical constraints and business outcomes, and facilitate decisions around trade‑offs (accuracy vs. cost, automation vs. human review).
• Ensure Data & Model Integrity: Work with engineering to define QA rubrics and metrics to ensure deliverables meet brand standards and deliver inclusive, photorealistic results.
• Prototype & Iterate Quickly: Build scrappy MVPs, run A/B tests, and refine prompt engineering and context management for LLM integrations. Accept throwaway work to learn how to scale and improve.
• Drive Go‑to‑Market Plans: Collaborate with marketing and sales to position the product, test pricing hypotheses, and craft a GTM strategy. Define value metrics like conversion lift, PDP engagement, and time‑to‑asset to anchor pricing models.
• Measure & Learn: Define key performance indicators and monitor system behavior over time. Implement dashboards that track adoption, throughput, quality, and margin. Apply probabilistic thinking to handle the inherent uncertainty of AI systems

What You Bring

• Product Management Experience: 5+ years in product roles with at least one 0→1 product launch. Experience with AI/ML products or data‑driven systems is critical.
• AI Literacy & Prototyping Skills: You can design experiments, evaluate model performance, and speak fluently about context engineering, RAG pipelines, and multimodal models. You don’t need to code daily, but you can dissect technical proposals and make informed trade‑offs. You have the capability to communicate clearly and quickly with rapid prototypes from tools such as V0, Figma Make or Cursor.
• Startup Mentality: High velocity and bias toward action. You ship iteratively, balance perfection with speed, and take ownership from concept through launch and iteration.
• Cross‑Functional Communication: Ability to translate technical details into business outcomes. Comfort managing stakeholders across engineering, design, operations, and client teams.
• Data & Analytical Rigor: Strong analytical mindset; you design experiments, interpret results, and use data to influence decisions. Familiarity with SQL and schema design is a plus.
• Customer & Brand Focus: Deep empathy for retailers and shoppers; you ensure AI‑generated content reflects brand values and aesthetics.

Great to Have

• Experience in a retail or technology company
• Experience building 0-1 products or previous Founder / Startup experience
• Experience with workflow automation tools (i.e. n8n, Zapier, etc.)

Why Join Us

• Lots of greenfield opportunities. You'll shape new products while also integrating with existing platform
• Ownership and autonomy. You'll influence product direction and see your work in production quickly
• Flexible remote-first culture with optional NYC office collaboration
• Be part of defining how AI transforms fashion and e-commerce

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

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.