Sr Enterprise Sales Executive - Paycor

Segment (Twilio); Seattle (WA); On-site; USD 75,000 - 250,000; Full time

Benefits offered by this job

Unlimited earning potential

World‑Class incentives

AI‑Powered platform

Commission plan

Job summary

Paychex is reimagining how businesses manage their workforce with payroll, HR, benefits, and advisory services in a single connected HCM platform. We are investing in AI and human expertise to help organizations work smarter and achieve better business outcomes, while growing your career as One Paychex.

Hunt and close net-new enterprise business across defined territories with 100 to 5,000+ employees, running disciplined full-cycle sales from prospecting through close, and owning your pipeline

Qualifications

• 7 years of experience in relevant professional sales.
• Experience carrying a sales quota.
• Proven ability to engage economic buyers at the C‑level.
• Experience selling to organizations 100+ employees.

Responsibilities

• Hunt and close net-new enterprise business with 100 to 5,000+ employees.
• Run full-cycle sales from prospecting to close.
• Build solution bundles across the Paychex portfolio.
• Partner with Engineers, RevOps, and a broad channel ecosystem.
• Own your pipeline with forecasting and deal control.

Skills

Sales experience

Quota carrying

C-level engagement

Education

HS Diploma

Bachelor’s degree

Job description

Overview

Paychex is reimagining how businesses manage their workforce by bringing payroll, HR, benefits, and advisory services together into a single connected HCM platform. As Paychex and Paycor come together, we’re combining innovative technology, data‑driven insights, AI, and human expertise to help organizations work smarter, support their people, and achieve better business outcomes. This is an exciting time to join our team as we continue to invest in innovation, simplify client experiences, and shape the future of work. At Paychex, you’ll have the opportunity to grow your career, make a meaningful impact, and be part of something bigger as One Paychex.

Where Complexity Meets Structure and Top Performers Win – there is a reason enterprise buyers are moving to Paycor. We built something no one else in the market can replicate: AI‑enabled enterprise technology backed by the deepest operational expertise in the HCM industry. Our platform is purpose‑built for how enterprise HR and finance actually work.

Responsibilities

What You’ll Do

• 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, while earning accelerators on every module you attach.
• Partner with Solutions Engineers, RevOps, and a world‑class channel ecosystem, including 700+ active broker relationships and financial services firms in a GTM team‑selling environment, so you are never building alone.
• Own your pipeline with rigorous forecasting, disciplined front‑end prospecting, and deal control through the close.

What It Takes to Win

• 5+ years of quota‑carrying experience or complex B2B sales with a verifiable track record of hunting, building a pipeline, and closing.
• 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 because this team sets high expectations and meets them.

Why This Role

• Unlimited earning potential tied to performance and results with a focus on career development.
• World‑Class Club Experiences for Top Performers.
• Access to larger, more strategic deals with real business impact.
• More ways to win! We offer a broad portfolio of products and services beyond tech to increase deal size.
• An AI‑Powered Platform That Closes Deals Faster.
• A Commission Plan Engineered for Top Performers.

Qualifications

• H.S. Diploma– Required.
• Bachelor’s Degree– Preferred.
• 7 years of experience in relevant professional sales.
• 5 years of experience in the HCM industry.
• Experience carrying a sales quota.
• CORE HCM provider experience.
• Experience working with mid‑size businesses or larger.
• Driver’s License– Required.

Compensation

In the spirit of pay transparency, we are excited to share that the compensation range for this position is typically between $75,000–$250,000. This range includes base pay plus commissions but does not consider other components that make up the total rewards package for the position. If you are hired at Paychex, your overall compensation will be determined based on factors such as geographic location, skills, education, and/or experience which may result in total compensation outside of this range.

Benefits

We value your well‑being: We provide over 21 comprehensive rewards, including medical coverage, virtual wellness classes, tuition reimbursement, 401(k) + employer match, adoption assistance, financial assistance, and much more.

We value your time: From paid time off to company holidays, culture days, and comprehensive work‑life balance programs, we will ensure you have the flexibility you need to be your best.

We value your development: Our award‑winning training and development programs empower our employees with ongoing learning opportunities to give you the building blocks to grow your career.

We value your perspective: Our company culture reflects the diversity of our employees. We want you to be you and your voice to be heard.

We value our communities: We offer paid time off for volunteerism and promote many company‑wide and local initiatives that benefit organizations you care about. Note: The benefits described apply to full‑time employees. Benefits for part‑time, contract, and intern roles may vary.

Not sure if you meet every requirement? At Paychex, we know that great talent comes in many forms. If you're passionate about the role but don't check every box, we still encourage you to apply. You might be the right fit – either for this position or another opportunity with us.

EEO Statement

Paychex is an equal opportunity employer. We are committed to fostering a respectful and inclusive workplace where all individuals are treated fairly and evaluated based on their qualifications, experience, and merit. We comply with all applicable federal, state, and local laws prohibiting discrimination in employment.