Enterprise Sales Director, Retail

ChargeAfter•New York, NY

About The Position

ChargeAfter is seeking an experienced Enterprise Sales Director to lead growth across the Retail and Consumer Travel markets. The position identifies, develops, and closes new business with large enterprise retailers, travel brands, online marketplaces, hospitality providers, and consumer travel organizations. The role serves as the organization’s subject matter expert for these verticals and drives strategic insights and ownership of them. The successful candidate brings deep experience selling into enterprise retail and travel ecosystems and understands how large organizations evaluate technology, payments, financing, and customer experience solutions. They will engage senior executives, build trusted relationships, and lead complex sales cycles with enterprise organizations, including retailers, ecommerce merchants, airlines, hospitality brands, cruise operators, online travel agencies, and travel service providers. The role is central to expanding ChargeAfter’s footprint and accelerating revenue growth in these strategic verticals. The position owns enterprise sales from prospecting through negotiation and close, develops go-to-market strategy, and works with internal teams—including Solutions Engineering, Product, Delivery, and Executive Leadership—to advance deal strategy and customer engagement. It also contributes to vertical-specific messaging and sales motions, tracks market and competitive developments, represents ChargeAfter at industry events, and identifies financing opportunities that can improve conversion, average order value, customer acquisition, and loyalty.

Requirements

  • At least 7 years of experience in enterprise sales, strategic sales, or business development.
  • Proven track record of selling complex technology, financing, payments, ecommerce, travel technology, or platform solutions to large enterprise organizations.
  • Strong background in Retail and/or Consumer Travel, ideally through direct experience with major retailers, ecommerce platforms, airlines, hospitality providers, travel technology companies, online travel agencies, payment providers, fintechs, or financing organizations.
  • Experience working with or selling to enterprise retailers, omnichannel merchants, digital commerce companies, travel operators, hospitality groups, loyalty program operators, or large multi-brand organizations.
  • Strong executive presence and ability to gain buy-in from senior stakeholders and lead complex commercial discussions.
  • Demonstrated success navigating long, multi-stakeholder enterprise sales cycles.
  • Strong understanding of how to position business value across customer acquisition, conversion optimization, financing adoption, customer loyalty, retention, and operational efficiency.
  • Excellent communication, presentation, and relationship management skills.
  • Highly self-directed and strategic, and comfortable operating in a fast-moving environment.
  • Must be authorized to work in the U.S.; visa sponsorship is not offered now or in the future.

Nice To Haves

  • Experience with a leading ecommerce platform, payments company, travel technology provider, prime bank, lender, fintech, or embedded finance company serving Retail or Consumer Travel markets.
  • Experience selling financing platforms, embedded lending solutions, BNPL, waterfall financing, point-of-sale financing, payment orchestration, or related enterprise products.
  • Existing relationships within major retail enterprises, ecommerce organizations, travel brands, hospitality groups, online travel agencies, or financing decision-makers in these industries.
  • Familiarity with customer journeys, purchasing behaviors, loyalty programs, and conversion dynamics in Retail and Consumer Travel.
  • Experience supporting large-ticket retail purchases, vacation financing, travel booking platforms, or other consumer financing use cases.

Responsibilities

  • Build and manage a strong pipeline of enterprise Retail and Consumer Travel opportunities.
  • Own the full sales cycle, from prospecting and relationship development through negotiation and close.
  • Develop and execute a go-to-market strategy for large retailers, ecommerce merchants, travel brands, hospitality organizations, and other enterprise consumer-facing businesses.
  • Build relationships with senior decision-makers across business, payments, financing, ecommerce, operations, marketing, and technology teams.
  • Communicate ChargeAfter’s value proposition as an enterprise embedded financing and orchestration platform.
  • Partner with Solutions Engineering, Product, Delivery, and Executive Leadership on deal strategy and customer engagement.
  • Stay informed about market dynamics, competitive trends, consumer financing solutions, and payment innovations relevant to Retail and Consumer Travel.
  • Represent ChargeAfter at industry events, conferences, and trade shows to strengthen market presence and generate opportunities.
  • Help refine messaging, positioning, and sales motions for the Retail and Consumer Travel verticals.
  • Identify opportunities where financing can improve conversion, increase average order value, drive customer acquisition, and enhance customer loyalty.

Benefits

  • Attractive bonus plan.
  • Opportunity to lead growth across strategic verticals with significant market potential.
  • Work with a category leader in embedded lending and enterprise financing orchestration.
  • Partner with leading retailers, travel brands, lenders, and strategic ecosystem partners.
  • Join a fast-growing team and directly influence strategy, market positioning, and revenue growth.
  • Help shape the future of consumer financing across commerce and travel experiences.
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