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Director, Product Management - Cart & Checkout

šŸ‡ŗšŸ‡ø United States

E-Commerce

Management

Project Management

Sales

UI/UX

Data Science

Analyst

Testing

Director, Product Management - Cart & Checkout

from šŸ‡ŗšŸ‡ø United States

About the Role

The Director, Product Management — Cart and Checkout is a senior product leadership role within the Purchase Value Stream, responsible for driving conversion and revenue across Gap Inc.'s digital commerce platforms. This leader owns three critical steps in the customer journey: the shopping bag (cart), the checkout flow, and order confirmation — across all four brands and all digital surfaces.

Cart and Checkout represents one of the highest-leverage surfaces in the Customer Journey: it is where customer intent converts to revenue. This Director must balance conversion optimization with a seamless customer experience — maximizing basket size, ensuring pricing and promotions transparency, and delivering a frictionless path from bag to confirmed order.

Leading a team of product managers, this Director shapes purchase strategy alongside the Sr. Director of Purchase while owning cross-product-area outcomes, performance reviews, and team development.

What You'll Do

•Define and execute the product strategy for the shopping bag, checkout flow, and orderconfirmation across Gap Inc.'s digital commerce platforms — driving conversion,reducing abandonment, and delivering a seamless purchase journey for all customersacross all four brands.
•Lead a team of product managers, owning product-area goals, delivery outcomes, andtalent development across cart, checkout, and order confirmation surfaces.
•Present at Value Stream Performance Reviews with product-level goals, progressupdates, and escalations for Sr. Director visibility.
•Own cross-functional dependencies — particularly with Discover and Choose (pricingand promotions transparency from browse through bag), Lifecycle & Loyalty (loyaltycardholder experience and benefits display at checkout), and Post-Purchase (orderconfirmation and returns initiation).
•Drive cart and bag strategy — including upsell and cross-sell recommendations, productsuggestions, and cart engagement features that increase average order value andbasket size.
•Advance promotions and pricing visibility within the cart — ensuring customers canunderstand discount application, loyalty benefits, and final pricing with confidence atevery step of checkout.
•Optimize the checkout flow — including address entry, order review, and the path toorder confirmation — to reduce drop-off and improve completion rates across web andapp.
•Contribute substantively to the Sr. Director's quarterly strategy planning, translatingcheckout conversion trends, competitive intelligence, and customer behavior intostrategic product direction.
•Champion data-driven experimentation through A/B testing, feature flagging, andanalytics-driven iteration to optimize conversion and reduce drop-off across thepurchase funnel.
•Drive Gap credit cardholder acquisition at the point of purchase — designing andoptimizing card sign-up entry points within the bag and checkout experience to increasenew cardholder conversion while maintaining a seamless checkout flow.

Who You Are


•Bachelor's degree in Business, Computer Science, or related field; MBA or advanceddegree preferred.
• 9+ years of product management experience in e-commerce, retail technology, ordigital commerce.
•3+ years of people leadership managing product managers.
•Proven experience building and scaling cart and checkout experiences that measurablyimproved conversion rates, average order value, or funnel completion.
•Strong technical acumen in e-commerce platform architecture and checkout funnelanalytics.
•Exceptional cross-functional influence across Engineering, UX, Data Science, and Brandpartners.
•Experience with cart upsell and cross-sell strategies — including product
recommendations, add-on suggestions, and basket-building mechanics that increaseaverage order value.
•Experience with promotions engines, discount application logic, and pricing transparencyin multi-brand retail environments.
•Understanding of checkout flow optimization including address validation, order reviewdesign, and accelerated checkout patterns.
•Familiarity with loyalty program integration at the bag and checkout level — includingbenefit visibility, member pricing, and earning mechanics.
•Experience designing or optimizing co-branded credit card sign-up flows within e-commerce checkout — balancing cardholder acquisition goals with conversion rate andcustomer experience.
•Experience with checkout analytics platforms and funnel instrumentation.

by @maxrusakovic