Strategic Enterprise Account Executive

Tapcheck Inc.

Job Overview

Location

Remote - United States

Job Type

Full-time

Full Job Description

📋 Description

• Develop and execute a strategic enterprise sales plan to drive penetration within Fortune 1000 and other large employers with 15,000+ employees.
• Act as a trusted advisor by tailoring Tapcheck’s on-demand pay solution to client-specific needs, avoiding generic or out-of-the-box sales approaches.
• Partner with Marketing and Product Management to refine messaging, customize solutions, and influence product roadmap priorities based on enterprise feedback.
• Create and refine repeatable sales playbooks to scale the enterprise sales motion and ensure consistency across complex deals.
• Build and maintain a robust pipeline through outbound prospecting, industry networking, and direct executive engagement with decision-makers.
• Lead multithreaded sales cycles involving stakeholders across HR, Finance, Benefits, and C-Suite levels within large organizations.
• Deliver compelling executive-level presentations and business cases that quantify the financial and operational impact of Tapcheck’s solution.
• Leverage financial and analytical insights to construct persuasive, data-driven arguments that align with enterprise budgeting and workforce wellness goals.
• Navigate complex corporate structures and stakeholder dynamics to identify key influencers and align cross-functional buy-in across departments.
• Drive rigor and process throughout the entire sales cycle, ensuring accurate forecasting, disciplined CRM hygiene, and timely deal progression.
• Collaborate with internal teams including Customer Success, Product, and Marketing to ensure seamless onboarding and long-term client retention and expansion.
• Operate at an executive level, engaging C-suite leaders and influencing organizational strategy rather than focusing on transactional, day-to-day sales activities.
• Maintain alignment with Tapcheck’s core values of humility, grit, raising the bar, and striving for growth in all client interactions and internal collaborations.
• Adhere to company policies regarding remote work: employees within 30 miles of Plano, TX, are required to be in-office Tuesday through Thursday each week.
• Operate remotely from approved U.S. states: AL, AZ, CA, CO, DC, DE, FL, GA, ID, IL, LA, MI, MA, MO, NC, NH, NJ, NV, NY, PA, OR, OH, RI, SC, TX, UT, VA, WA, WI.

🎯 Requirements

• 7+ years of enterprise sales experience with a proven record of selling into employers of 15,000+ employees
• History of building and executing complex, multithreaded deals with multiple stakeholders and long sales cycles
• Experience creating and leveraging sales playbooks to drive repeatability and scale
• Strong executive presence with the ability to engage C-level leaders and influence at multiple organizational levels
• Demonstrated ability to bring rigor, process, and structure to enterprise sales
• Proven success collaborating across Marketing, Product, and Customer Success to align strategy and execution

🏖️ Benefits

• Flexible PTO with no accrual caps or day limits
• 10 paid holidays, including Christmas Eve and New Year's Eve
• Comprehensive health coverage through Blue Cross Blue Shield of Texas (PPO and HDHP options, HSA-eligible with employer contribution), plus dental and vision through MetLife
• 401(k) with 100% company match up to 3% of salary through Mutual of America, eligible after 90 days
• FSA, Basic Life/AD&D, and Employee Assistance Program (EAP)
• Team culture grounded in humility, grit, raising the bar, and striving for growth

Skills & Technologies

Remote

Degree Required

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Tapcheck Inc.

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About Tapcheck Inc.

Tapcheck offers an earned wage access platform that lets employees withdraw a portion of accrued wages before payday via a mobile app and prepaid card. Employers integrate the service with payroll systems to reduce turnover and improve financial wellness without changing pay cycles. The company earns revenue through employer fees and optional employee tips or card interchange, serving small businesses, franchises, and larger enterprises across the United States.

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