Senior Enterprise Account Executive
About The Position
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.
Requirements
- 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, LinkedIn 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.
Responsibilities
- Manage and map a dynamic roster of 15-20 qualified high-value enterprise accounts, ensuring tailored and strategic engagement.
- Conduct highly targeted and customized outreach to develop relationships with 3-5 key stakeholders per account, ensuring comprehensive account coverage.
- 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.
- Maintain an active pipeline, qualifying and transitioning opportunities as discovery calls progress.
- Partner closely with marketing, analytics, and engineering teams to customize solutions and support client success.
- Regularly experiment with AI driven workflows to refine messaging, surface account opportunities, and unlock smarter, faster decision making across the sales cycle.
- Participate in weekly 1:1 sessions to review top-of-funnel KPIs and account activity, ensuring strategic alignment.
Benefits
- 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 you and your dependents, with several 100% Zip-covered choices available
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
