Sr Sales Executive - Enterprise

Paychex•Waltham, MA

About The Position

Paychex is hiring a Senior Sales Executive to pursue new enterprise business and help organizations address complex workforce challenges through its end-to-end HCM platform and services. The role focuses on organizations with 100 to 5,000+ employees and combines advisory selling with a structured sales environment, defined territories, go-to-market plays, sales support tools, and opportunities to develop Centers of Influence partnerships. The position is part of a team-selling environment alongside Solutions Engineers, RevOps, brokers, and financial services firms. The successful candidate will build and manage a pipeline, conduct executive-level prospecting and multi-stakeholder sales cycles, and close high-impact deals. They will offer solutions across the One Paychex portfolio, including PEO, HR Solutions, Managed Payroll, Benefits, Retirement, and Merchant Services. Compensation is described as base pay plus commissions, with a stated typical range of $80,000 to $175,000. The role offers performance-based earning potential and career development opportunities.

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 relationships.
Experience selling to organizations with 100 or more employees.
High accountability, resilience, and ownership of results.
High school diploma or equivalent.
Valid driver's license.
At least 5 years of relevant professional sales experience.
At least 3 years of experience in the HCM industry.

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 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 and manage the sales pipeline through rigorous forecasting, front-end prospecting, and deal control through close.
Develop Centers of Influence partnerships and expand professional networks.