Senior Enterprise Account Executive

The Sr. Enterprise Account Executive will drive strategic sales initiatives targeting merchants with annual U.S. D2C sales exceeding $500M, navigating complex deals with extended sales cycles ranging from six months to one year. In this role, you will build detailed account maps and execute multi-threaded outreach to engage and establish relationships with key stakeholders at the highest levels. Leveraging your expertise in enterprise sales and data-driven insights, you will deliver tailored, ROI-driven solutions that position Zip as the premier payment option for the 100M+ Americans traditionally underserved by legacy financing and payment providers.

As a trusted advisor, you will unlock value for merchants by addressing their unique challenges and driving incremental business growth. The role is remote‑first with a hybrid option for Greater New York Metro‑based employees based at our Manhattan office.

• Account Ownership & Mapping:
  Manage and map a dynamic roster of 15–20 qualified high‑value enterprise accounts, ensuring tailored and strategic engagement.
• Stakeholder Engagement:
  Conduct highly targeted and customized outreach to develop relationships with 3–5 key stakeholders per account, ensuring comprehensive account coverage.
• Strategic Solution Selling:
  Develop and present ROI‑driven business cases and analyses rooted in pains uncovered during a thorough discovery process. Leverage account mapping and data insights to quantify and articulate Zip’s value. Engage internal resources to execute multi‑threaded sales strategies.
• Pipeline Management:
  Maintain an active pipeline, qualifying and transitioning opportunities as discovery calls progress.
• Collaboration:
  
  Partner closely with marketing, analytics, and engineering teams to customize solutions and support client success.
• Tech Innovation & AI:
  Regularly experiment with AI‑driven workflows to refine messaging, surface account opportunities, and unlock smarter, faster decision‑making across the sales cycle.
• Account Review Process:
  Participate in weekly 1:1 sessions to review top‑of‑funnel KPIs and account activity, ensuring strategic alignment.
• Travel:
  Up to 30–40% travel required.

• Enterprise Sales Expertise (12+ years):
  Demonstrated success driving enterprise sales with D2C companies exceeding $500M in annual revenue, navigating long sales cycles and multi‑stakeholder decision processes.
• Experience managing and closing large‑scale deals (e.g., $1M+ contracts) with major retailers or companies of similar scale.
• Strong ability to generate and manage a highly detailed and organized pipeline of enterprise sales opportunities.
• Extensive experience engaging C‑suite and VP‑level decision‑makers and managing multi‑threaded relationships within large enterprise organizations.
• Ability to tailor communication to diverse stakeholders, including Influencers, Coaches, Economic Buyers, and Decision Makers.
• Deep understanding of retail payments, BNPL, payment systems, and checkout optimization, with insights into industry challenges and solutions.
• Expertise in strategic sales methodologies such as MEDDIC, Challenger Sale, or Solution Selling.
• Demonstrated ability to leverage data to build compelling business cases and ROI analyses.
• Expertise in Salesforce, Linked In Sales Navigator, and other modern sales platforms.
• Demonstrated ability to leverage AI tools to research prospects, personalize outreach, synthesize account intelligence, and accelerate pipeline creation.
• Proven success in highly competitive environments and a track record of standing out as a leader among peers.

• Familiarity with a range of e‑commerce platforms, orchestration layers, and enterprise software tech stacks.
• Experience with payment processors such as Stripe, Adyen, or Fiserv.
• Background in key retail verticals such as electronics, apparel, or automotive.

• Flexible working culture
• Incentive programs
• Unlimited PTO
• Generous paid parental leave
• Leading family support policies
• Company‑sponsored 401k match
• Learning and wellness subscription stipend
• Beautiful Union Square office with a casual dress code
• Industry‑leading, employer‑sponsored insurance for…