About the role

Aplyr's Quick Take

This role is about leading product management for the cart and checkout processes across Gap Inc.'s digital platforms. You'll focus on improving conversion rates and customer experience while managing a team of product managers. It's a senior-level position that combines strategy development with hands-on leadership.

Good fit

Ideal candidates have extensive experience in product management, particularly in e-commerce, and possess strong leadership skills. A data-driven mindset and the ability to balance customer needs with business goals are essential.

Worth noting

The role involves significant cross-functional collaboration, which may require navigating complex dependencies. It's a high-impact position that directly influences revenue, making it crucial for someone who thrives in fast-paced environments.

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

Who You Are

• Bachelor's degree in Business, Computer Science, or related field; MBA or advanced degree preferred.
• 9+ years of product management experience in e-commerce, retail technology, or digital commerce.
• 3+ years of people leadership managing product managers.
• Proven experience building and scaling cart and checkout experiences that measurably improved conversion rates, average order value, or funnel completion.
• Strong technical acumen in e-commerce platform architecture and checkout funnel analytics.
• Exceptional cross-functional influence across Engineering, UX, Data Science, and Brand partners.
• Experience with cart upsell and cross-sell strategies — including product
recommendations, add-on suggestions, and basket-building mechanics that increase average order value.
• Experience with promotions engines, discount application logic, and pricing transparency in multi-brand retail environments.
• Understanding of checkout flow optimization including address validation, order review design, and accelerated checkout patterns.
• Familiarity with loyalty program integration at the bag and checkout level — including benefit 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 and customer experience.
• Experience with checkout analytics platforms and funnel instrumentation.

Skills & Tags

product

Aplyr's read

Gap Inc. is a leading global retailer known for its diverse brand portfolio, attracting individuals passionate about fashion and retail innovation.
Synthesized from recent postings & public sources

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.

gapinc.com

View company

Gap Inc. is a global retailer offering clothing, accessories, and personal care products under various brands including Gap, Banana Republic, Old Navy, and Athleta.