Sr Sales Executive - Enterprise

Paychex•Salem, Massachusetts

About The Position

Paychex is seeking a Senior Sales Executive for enterprise sales as Paychex and Paycor combine their payroll, HR, benefits, and advisory services into a connected HCM platform. The role sells to organizations with 100 or more employees and helps them address complex workforce challenges through an end-to-end HCM platform and service experience. This is a new-logo, advisory-services sales role focused on building pipeline, executing disciplined sales cycles, and closing enterprise deals. The position operates within defined territories and structured go-to-market plays, with sales support tools and opportunities to develop Centers of Influence partnerships and professional networks. The role includes access to an integrated team-selling environment and a broad portfolio of products and services. Compensation is typically between $80,000 and $175,000, including base pay and commissions. Overall compensation may vary based on factors such as geographic location, skills, education, and experience.

Requirements

  • At least 5 years of quota-carrying experience or complex B2B sales experience, with a verifiable record of prospecting, pipeline development, and closing.
  • At least 5 years of relevant professional sales experience.
  • At least 3 years of experience in the HCM industry.
  • Experience selling to organizations with 100 or more employees.
  • Ability to engage C-level economic buyers and manage multi-stakeholder relationships.
  • High accountability, resilience, and ownership of results.
  • High school diploma required.
  • Valid driver's license required.

Nice To Haves

  • Bachelor's degree.
  • Sales skills and experience.
  • Assertiveness.
  • Business acumen.
  • Strong work ethic.
  • Time management.
  • Sales prospecting.
  • Enterprise sales.
  • Sales strategy.
  • Customer relationship management.
  • Selling techniques.
  • Sales closing.
  • Go-to-market strategy.
  • Business-to-business sales.
  • Market share experience.
  • Cold calling.

Responsibilities

  • Hunt and close net-new enterprise business with organizations of 100 to 5,000+ employees across defined territories.
  • Manage full-cycle sales, from executive-level prospecting through multi-stakeholder discovery, demonstrations, and closing.
  • Build bundled or standalone solutions across the One Paychex portfolio, including PEO, HR Solutions, Managed Payroll, Benefits, Retirement, and Merchant Services.
  • Partner with Solutions Engineers, RevOps, brokers, and financial services firms in a team-selling environment.
  • Own the sales pipeline through rigorous forecasting, disciplined prospecting, and deal management through closing.
  • Engage economic buyers at the C-level and navigate multi-stakeholder sales processes.

Benefits

  • Medical coverage.
  • Virtual wellness classes.
  • Tuition reimbursement.
  • 401(k) with employer match.
  • Adoption assistance.
  • Financial assistance.
  • Paid time off.
  • Company holidays.
  • Culture days.
  • Work-life balance programs.
  • Training and development programs.
  • Paid time off for volunteerism.
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