Senior Enterprise Account Executive

Start your adventure with Zip

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.

You’ll also…

• 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.

Must-Haves

• 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
  .

Nice-to-Haves

• 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-lea…