Enterprise Sales Leader, AI-Driven HCM

Paychex; New Haven (CT); On-site; USD 80,000 - 175,000; Full time

Benefits offered by this job

Medical coverage

401(k) + employer match

Tuition reimbursement

Adoption assistance

Paid time off

Work-life balance programs

Job summary

Paychex is redefining how businesses manage their workforce with a unified HCM platform that blends payroll, HR, benefits, and advisory services. This role targets enterprise accounts (100–5,000+ employees) and emphasizes building a robust pipeline, running full-cycle sales, and closing high-impact deals.

You will collaborate with solutions engineers, RevOps, and a broad partner network within a structured go-to-market.

Qualifications

• 5+ years of quota-carrying experience or complex B2B sales.
• Proven ability to engage economic buyers at the C-level and navigate multi-stakeholder engagement.
• Experience selling into organizations of 100+ employees.
• High accountability, resilience, and ownership of results.

Responsibilities

• Hunt and close net-new enterprise business with organizations 100 to 5,000+ employees across defined territories.
• Run disciplined full-cycle sales from executive-level prospecting through multi-stakeholder discovery, demo, and close.
• Build high-value solution bundles or standalone solutions across the full One Paychex Portfolio, including PEO, HR Solutions, Managed Payroll, Benefits, Retirement, Merchant Services, and more.
• Partner with Solutions Engineers, RevOps, and a world-class channel ecosystem, including 700+ active broker relationships.
• Own your pipeline with rigorous forecasting, disciplined front-end prospecting, and deal control through the close.

Skills

Quota-carrying sales

C-level engagement

Enterprise sales

Prospecting

Forecasting

Education

High School Diploma

Bachelor's Degree - Preferred

Job description

Paychex is redefining how businesses manage their workforce with a unified HCM platform that blends payroll, HR, benefits, and advisory services. This role targets enterprise accounts (100–5,000+ employees) and emphasizes building a robust pipeline, running full-cycle sales, and closing high-impact deals.

You will collaborate with solutions engineers, RevOps, and a broad partner network within a structured go-to-market.