Sr Enterprise Sales Executive

Paychex • Louisville, KY

1d

About The Position

Paychex is hiring an Enterprise Sales Executive to sell its connected HCM platform and services to organizations with 100 to 5,000+ employees. This is a new-logo, advisory sales role focused on building a pipeline, managing disciplined sales cycles, and closing complex, high-impact deals. The role operates within defined territories and a structured selling environment, with sales support tools, go-to-market plays, and opportunities to develop Centers of Influence partnerships and expand professional networks.

The executive sells across the One Paychex portfolio, including PEO, HR Solutions, Managed Payroll, Benefits, Retirement, and Merchant Services. They work with Solutions Engineers, RevOps, brokers, and financial-services firms in a team-selling environment. Compensation includes base pay and commissions, with stated compensation typically ranging from $85,000 base to $200,000 OTE. The position offers career-development opportunities and access to larger, strategic deals.

Requirements

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

Nice To Haves

• Bachelor's degree.
• Sales experience or 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 solution bundles or sell standalone products 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 go-to-market team-selling environment.
• Own the sales pipeline through rigorous forecasting, disciplined prospecting, and deal control through close.
• Develop Centers of Influence partnerships and expand a professional network.

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