About the role
About the Role
The Sr. Director, Product Management – Choose is a strategic leader responsible for shaping how customers evaluate, compare, and select products across digital and in-store environments. This role oversees three core domains — Product Merchandising, Size & Fit, and Upsell & Cross-Sell — that collectively drive product understanding, confidence, and purchase intent.This leader defines the strategy and execution framework that delivers engaging, data-informed merchandising experiences; builds trust and accuracy in size and fit decisions through AI-driven tools; and uses intelligent recommendations to elevate basket value and customer satisfaction. Partnering closely with UX, Engineering, Ecommerce, Marketing, and Merchandising teams, this leader ensures the Choose experience is seamless, personalized, and aligned to brand identity across all touch points.
What You'll Do
Define and execute a unified Choose strategy across Product Merchandising, Size & Fit, and Upsell & Cross-Sell to improve product clarity, confidence, and conversion.
Lead development of enhanced PDP experiences, inventory visibility, and promotional storytelling that blend creativity and data-driven optimization.
Advance the use of AI and personalization engines to support sizing guidance, virtual try-on, and real-time fit recommendations across channels.
Drive the roadmap for upsell and cross-sell capabilities, leveraging predictive data and customer insights to increase basket size and engagement.
Partner cross-functionally with Content Supply Chain, Purchase, and Customer Lifecycle teams to ensure seamless integration of content, pricing, and loyalty strategies within the Choose journey.
Foster a culture of experimentation, using A/B testing and analytics to validate customer behavior insights and optimize product discovery and decision-making.
Build and lead a high-performing team of up to 8–12, providing coaching, accountability, and development opportunities consistent with Gap Inc.’s leadership framework.
Who You Are
10+ years of product management experience in retail or e-commerce, including 5+ years in a senior leadership capacity overseeing cross-functional digital experiences.
Proven track record of delivering measurable improvements in conversion, customer satisfaction, and revenue growth through product innovation.
Strong technical acumen with experience in recommendation engines, personalization platforms, and commerce systems.
Ability to lead and influence cross-functional teams, balancing creativity, data insights, and brand alignment.
Excellent communication skills with the ability to articulate product vision and outcomes to executive and technical audiences.
Experience with agile product development and enterprise-level commerce platforms.
Familiarity with AI-based recommendation systems, AR/VR fit tools, and advanced analytics frameworks.
Demonstrated ability to interpret behavioral and transactional data to guide roadmap decisions.
Passion for user-centered design, innovation, and continuous improvement in the retail customer experience.
Proven success building and developing high-performing, collaborative product teams.
Skills & Tags
Aplyr's read
Gap Inc. is a leading global retailer known for its diverse brand portfolio, attracting individuals passionate about fashion and retail innovation.
What's promising
- •Gap Inc. offers diverse career opportunities across its well-known brands like Gap, Banana Republic, and Old Navy.
- •The company is investing in data and digital transformation, hiring roles like Sr Manager - Data Engineer.
- •Gap Inc. has a strong presence in major retail locations, providing stability and growth opportunities.
What to watch
- •The retail sector faces challenges from e-commerce competitors, impacting traditional brick-and-mortar sales.
- •Frequent hiring for seasonal roles may indicate high turnover or reliance on temporary staff.
- •Economic downturns can significantly affect consumer spending on non-essential items like fashion.
Why Gap Inc.
- •Gap Inc. operates multiple distinct brands, catering to a wide range of consumer demographics.
- •The company emphasizes sustainability and ethical sourcing in its supply chain initiatives.
- •Gap Inc. has a notable commitment to diversity and inclusion within its workforce.
Aplyr’s read is generated by AI from public sources. Was it useful?
About Gap Inc.
Gap Inc. is a global retailer offering clothing, accessories, and personal care products under various brands including Gap, Banana Republic, Old Navy, and Athleta.
