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Strategic Enterprise Account Executive

ABOUT THE JOB:  

We are looking for a strategic and highly driven Strategic Enterprise Account Executive to join our sales team. This role will focus on building relationships with employers of 15,000+ employees and driving growth through a rigorous, process-oriented approach. As a Strategic Enterprise AE, you will leverage your network, build playbooks, and partner across multiple levels of an organization.

This is a multidimensional role that requires working with sales, marketing, and product teams to create alignment and expand Tapcheck’s reach. You’ll operate several layers above the day-to-day sale, navigating executive conversations, engaging multiple stakeholders, and using every lever available to unlock opportunity.

This role offers both a remote and hybrid option. Employees located within 30 miles of Plano TX, are required to be in-office Tuesday through Thursday each week. Those residing beyond this radius may be considered for a fully remote arrangement, depending on experience and business needs. 

 What You’ll Do:  

  • Develop and execute a strategic enterprise sales plan to drive penetration within Fortune 1000 and other large employers (15,000+ employees).

  • Act as a trusted advisor, tailoring solutions to client needs rather than selling “out of the box.”

  • Partner with Marketing and Product Management to refine messaging, tailor solutions, and influence roadmap priorities.

  • Create and refine repeatable playbooks to scale the enterprise sales motion.

  • Build and maintain a robust pipeline through outbound prospecting, industry networking, and executive engagement.

  • Lead multithreaded sales cycles, engaging decision-makers across HR, Finance, Benefits, and C-Suite levels.

  • Deliver compelling presentations and executive-level business cases to highlight the impact of Tapcheck’s solution.

  • Leverage financial and analytical insights to build persuasive business cases for partner organizations.

  • Navigate complex corporate structures and stakeholder dynamics to demonstrate value across the enterprise.

  • Drive rigor and process throughout the sales cycle, ensuring accuracy in forecasting and CRM hygiene.

  • Collaborate with internal teams to ensure seamless onboarding and long-term client success.

What You’ll Bring:  

  • 7+ years of enterprise sales experience with a proven record of selling into employers of 15,000+ employees.

  • A 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.

  • Self-starter with the ability to navigate ambiguity, leverage networks, and identify the right levers to move deals forward.

  • Bachelor’s degree or equivalent experience

 At this time, Tapcheck does not provide sponsorship for employment-based visas (e.g., H-b, L-1, TN, etc.). Therefore, candidates must already possess the right to work in the United States without the need for employment-based visa sponsorship now or in the future. 

About Tapcheck:  

Tapcheck is a digital platform offering an easy and convenient way to access on-demand earnings early. Available at no cost to employers, our app-based on-demand pay solution helps relieve the financial stress that many employees experience on a daily basis. 

The Tapcheck team is passionate about our mission to improve financial wellness and boost business productivity. By giving workers the ability to transfer wages they’ve earned directly to their bank account or pay card without waiting for payday, Tapcheck eliminates the need for high-interest payday loans or employer-funded cash advances. 

How We Get Things Done:  

Our core values act as a steadfast guide, directing our decisions and anchoring our actions. We consider these values non-negotiable, especially when it comes to our hiring process.  

  • Humility: We believe in the power of humility. We value team players who are down-to-earth, respectful, and open to learning from others. Our employees approach challenges with a positive attitude, acknowledging their strengths and weaknesses while celebrating the achievements of their colleagues.

  • Grit: We admire individuals with grit – those who demonstrate unwavering determination and resilience in the face of obstacles. At Tapcheck, we take pride in overcoming challenges together, pushing the boundaries of what is possible, and embracing failure as an opportunity for growth. 

  • Raising the Bar: Continuous improvement is at the heart of our culture. We are committed to setting high standards and pushing ourselves to exceed them. We seek employees who are innovative and strive for excellence, constantly seeking ways to enhance our products, services, and processes.

  • Striving for Growth: We foster an environment that encourages personal and professional development. Our employees are driven to learn, grow, and adapt to new circumstances. We support individuals who take initiative, seek out new challenges, and actively contribute to their own growth and the growth of the company. 

 
Why Join Tapcheck?  

  • Competitive base + Commission

  • Flexible Time Off

  • Health Insurance

  • Dental Insurance

  • Vision Insurance

  • 401K Match 

Compensation: Competitive Base + Commission. The actual base salary will depend on numerous factors such as: location, experience, training, knowledge. and skills. Tapcheck reserves the right to amend, change, alter, and revise pay ranges and benefits offerings at any time. All applicants acknowledge that by applying to this position you understand that this specific pay range is contingent upon meeting the qualifications and requirements of the role, and for the successful completion of the interview selection and process. It is at the Company's discretion to determine what pay is provided to a candidate within the range associated with the role. 

Equal Employment Opportunity Policy 

Tapcheck, Inc. provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training. 

Tapcheck Glassdoor Company Review
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CEO of Tapcheck
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Ron Gaver
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Average salary estimate

$225000 / YEARLY (est.)
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$150000K
$300000K

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Our mission is to improve financial wellness, empower employees, and improve business performance.

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Full-time, hybrid
DATE POSTED
December 18, 2025
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