Director, Product Management - Cart & Checkout

Job title: Director, Product Management - Cart & Checkout

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Posted on: July 22, 2026 | Job#: R212635- Director, Product Management - Cart & Checkout

Full time

4440 Rosewood Drive, Columbia, South Carolina, US 29209

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About Gap Inc. At Gap Inc., we create culture as much as we create clothes. Our ambition is to become a high-performing house of iconic American brands that shape culture. Our portfolio—Old Navy, Gap, Banana Republic, and Athleta—each brings a distinct point of view to how we show up in the world and serve our customers. Old Navy democratizes style with quality and value for all. Gap champions originality through essential pieces that celebrate individuality. Banana Republic is rooted in a spirit of discovery, creating modern pieces inspired by craftsmanship and travel. Athleta champions the Power of She through confidence, strength, and movement. We’re driven by a shared purpose: to bridge gaps—between people, perspectives, and possibilities—to create a better world. We’re building a team that performs at a high level—people who think boldly, take ownership, and turn ideas into impact. If you’re ready to learn fast and help shape what’s next, you’ll fit right in.

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 productrecommendations, 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.

• Salary Range: $197,600.00 - $256,900.00 Employee pay will vary based on factors such as qualifications, experience, skill level, competencies and work location. We will meet minimum wage or minimum of the pay range (whichever is higher) based on city, county and state requirements. Benefits at Gap Inc. Merchandise discount for our brands: 50% off regular-priced merchandise at Old Navy, Gap, Banana Republic and Athleta, and 30% off at Outlet for all employees. One of the most competitive Paid Time Off plans in the industry. Employees can take up to five “on the clock” hours each month to volunteer at a charity of their choice. Extensive 401(k) plan with company matching for contributions up to four percent of an employee’s base pay. Employee stock purchase plan. Medical, dental, vision and life insurance. See more of the benefits we offer. For eligible employees Gap Inc. is an equal-opportunity employer and is committed to providing a workplace free from harassment and discrimination. We are committed to recruiting, hiring, training and promoting qualified people of all backgrounds, and make all employment decisions without regard to any protected status. We have received numerous awards for our long-held commitment to equality and will continue to foster a diverse and inclusive environment of belonging. In 2022, we were recognized by Forbes as one of the World s Best Employers and one of the Best Employers for Diversity.

• Location Get Directions San Francisco, home to our brands and people San Francisco has always been a hub for artistry and innovation—and for 55 years, it has inspired Gap Inc. as the home of our brands and people. Creativity is woven into our legacy, and we’re proud to continue supporting the local community that fuels it. Through our partnership with Nest and the Makers United SF program, we’re working to bridge opportunity gaps for local creatives, giving them a platform to showcase their work and thrive. With the right support and visibility, today’s makers could become the next generation of influential talent. Championing pathways to growth At Gap Inc., we believe everyone deserves the opportunity to build a brighter future, and we're proud to be recognized as an Employer of Choice by American Opportunity Index. As one of the largest employers of entry-level talent, we recognize the barriers underrepresented communities face. We're committed to bridging the opportunity gap by providing access to better jobs and creating pathways for growth, empowering our employees to contribute to our legacy—impacting not just retail and fashion, but also shaping culture. A day in the life with Zac Posen Step inside a day in the life at Gap Inc. HQ with Vogue and our Creative Director, Zac Posen. This behind-the-scenes gives a peak into a day at 2 Folsom including design meetings, creative reviews, and a stop in San Francisco's iconic Chinatown. Get a glimpse at the creativity, collaboration, and culture of our house of iconic American brands. Learn more Sign up for Job Alerts Customize your alerts by adding your interests.We'll send you weekly emails letting you know when new oppo