Senior Enterprise Account Executive

* Proven success in enterprise sales, closing complex, multi-stakeholder deals with Fortune 1000 merchants.

* You'll turn data and relationships into revenue, forging executive partnerships and delivering ROI-driven payment solutions.

* Remote-first opportunity in the United States. Hybrid opportunity for Greater New York Metro based employees at our Manhattan office.

* Up to 30-40% Travel is required for this role

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.

What you'll bring to the team

Must-Haves

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.

Strategic Relationship Management:

* 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.

Payments Industry Knowledge:

* Deep understanding of retail payments, BNPL, payment systems, and checkout optimization, with insights into industry challenges and solutions.

Process Methodology & Data-Driven Selling:

* 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.

Advanced Sales Tools Proficiency:

* 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.

Culture:

* 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.

What you'll get in return

* 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

Zip is committed to a straightforward and transparent pay structure. The actual base salary will be determined by various individualized factors, including job-related knowledge, skills, experience, location, internal equity, as well as other…