Director, Product Discovery & Evaluation

Wayfair; Toronto; Hybrid; CAD 150,000 - 210,000; Full time

Job summary

Wayfair in Toronto is seeking an Associate Director of Product Management to lead the Product Discovery & Evaluation portfolio across web and app. You will recruit, coach, and develop a team of product managers, shaping a high-performing PM organization to deliver across navigation, product detail pages, promotions, and AI-powered experiences.

You will collaborate with Engineering, Design, ML Science, Analytics, Merchandising, and Marketing to drive strategy, investments, and measurable

Qualifications

• 12+ years of product management experience building and scaling sophisticated consumer technology products, preferably in e-commerce, marketplaces, consumer internet, or similarly complex digital environments.
• 5+ years of experience leading Product Managers, with a demonstrated track record of hiring, coaching, and building high-performing product organizations.
• Experience defining and executing multi-year product strategy across a broad portfolio of interconnected customer experiences.
• Deep experience in areas such as e-commerce discovery, browse and navigation, product detail experiences, conversational products, merchandising, promotions, user-generated content, pricing, or AI-powered consumer experiences.

Responsibilities

• Define and execute the long-term product vision, strategy, and roadmap for Wayfair’s Product Discovery and Product Evaluation portfolio across web and app.
• Lead, coach, and develop a high-performing team of Product Managers spanning Product Exploration, Shopping Discovery, Promotions & Curations, Product Evaluation, Product Confidence, and Product Pricing, Offers & Value.
• Reimagine the e-commerce funnel around adaptive, personalized, conversational, and AI-powered journeys that help customers move from an initial idea to confident product decisions.
• Transform how customers explore and evaluate Wayfair’s assortment, moving beyond static navigation, grids, filters, and product pages toward experiences that adapt to customer intent and shopping mission.
• Shape the evolution of promotional, seasonal, curated, and conversational shopping experiences, helping customers express needs and move between discovery, exploration, and evaluation.
• Partner with Engineering, Design, ML Science, Analytics, Merchandising, and Marketing to build reusable capabilities that enable teams to create, personalize, experiment with, and optimize shopping experiences at scale.
• Drive portfolio-level investment decisions and influence senior leaders through clear product vision, strong strategic judgment, and data-informed decision making.

Job description

Wayfair in Toronto is seeking an Associate Director of Product Management to lead the Product Discovery & Evaluation portfolio across web and app. You will recruit, coach, and develop a team of product managers, shaping a high-performing PM organization to deliver across navigation, product detail pages, promotions, and AI-powered experiences.

You will collaborate with Engineering, Design, ML Science, Analytics, Merchandising, and Marketing to drive strategy, investments, and measurable