Hybrid Strategic Enterprise Account Executive

Posted last month

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About the role

  • Strategic Enterprise Account Executive managing relationships with large employers for innovative digital pay solutions. Building partnerships and driving business growth across multiple sectors.

Responsibilities

  • 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.

Requirements

  • 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

Benefits

  • Competitive base + Commission
  • Flexible Time Off
  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • 401K Match

Job title

Strategic Enterprise Account Executive

Job type

Experience level

SeniorLead

Salary

Not specified

Degree requirement

Bachelor's Degree

Location requirements

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