Sr. Sales Executive - Enterprise

Paychex • Tulsa, OK

1d

About The Position

Paychex is bringing payroll, HR, benefits, and advisory services together in a connected HCM platform as Paychex and Paycor combine. This enterprise sales role serves organizations with 100 or more employees, helping them address complex workforce challenges through an end-to-end HCM platform and service experience.

The position is focused on winning new customers through advisory selling, pipeline development, disciplined sales cycles, and closing high-impact deals. The executive operates within defined territories and structured go-to-market plays, with integrated sales support and opportunities to build Centers of Influence (COI) partnerships and a professional network. The role is supported by Solutions Engineers, RevOps, brokers, and financial services partners in a team-selling environment.

Requirements

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

Nice To Haves

• Bachelor's degree.
• Sales skills.
• 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 high-value solution bundles or sell 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 control through close.

Benefits

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

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: High school or GED