Large Enterprise Sales Development Representative

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Large Enterprise Sales Development Representative

Fully Remote Remote, US

Full-time

Paylocity is an award-winning provider of cloud-based HR and payroll software solutions, offering the most complete platform for the modern workforce. The company has become one of the fastest-growing HCM software providers worldwide by offering an intuitive, easy-to-use product suite that helps businesses automate and streamline HR and payroll processes, attract and retain talent, and build a strong workplace culture. While traditional HR and payroll providers automate basic HR processes such as payroll and benefits administration, Paylocity goes further by developing tools that HR and businesses need to compete for talent and deliver against the expectations of the modern workforce.

We give our employees what they need to succeed, including great benefits and perks! We offer medical, dental, vision, life, disability, and a 401(k) match, as well as perks that support you, your family, and your finances. And if it’s career development you desire, we provide that, too! At Paylocity, people matter most and have always been at the heart of our business.

As part of the Sales & Marketing team, you’ll help us solve challenges and succeed as you grow and understand the unique needs of our clients and tailor easy-to-use solutions to deliver the performance they need. With a position in Sales & Marketing, you’ll strengthen our relationships with clients, anticipate their needs, and think outside the box to unlock new possibilities.

This is a fully remote position, allowing you to work from home or location of record within the U.S. with no in-office requirements. You must be available five days per week during designated work hours. The work arrangement for this role is subject to change based on business needs and individual performance. This may include adjustments to on-site requirements or schedule expectations, as necessary.

This role is responsible for generating qualified pipeline opportunities within large, complex organizations (1,500+ employees). This role focuses on early-stage engagement, identifying prospects, conducting outreach, qualifying business needs, and scheduling discovery conversations for the Large Enterprise Sales team. The ideal candidate is motivated, curious, and able to build rapport with senior HR, Finance, Payroll, and IT leaders.

• Research and identify target accounts within the Large Enterprise segment using industry data, organizational insights, and strategic priorities.
• Engage prospective customers through multi-channel outreach including phone, email, Linked In, and events.
• Craft tailored messaging that communicates the value of HR and payroll solutions and addresses enterprise-level challenges.
• Build and maintain a healthy pipeline of qualified opportunities for Large Enterprise Account Executives.

• Conduct high-level needs assessments to understand customer pain points in HR, Talent, Payroll, Workforce Management, and related functional areas.
• Qualify opportunities using proven methodologies (e.g., MEDDICC) to assess fit, intention, and urgency.
• Document all interactions, insights, and next steps in CRM systems with accuracy and discipline.
• Partner closely with Large Enterprise Sales Executives, Marketing, and Sales Operations to align on target lists, campaigns, and go‑to‑market strategies.
• Provide feedback on messaging effectiveness, customer trends, and competitor insights.
• Support enterprise campaigns, webinars, and events by driving attendance and engaging prospects.

• Consistently meet or exceed activity and pipeline generation targets.
• Demonstrate strong business acumen and continuously deepen knowledge of HCM market trends and enterprise customer needs.
• Engage in ongoing training and development to advance toward future roles in enterprise sales

• 6+ of experience in sales development, business development, or customer-facing roles—preferably in SaaS or enterprise technology.
• Strong written and verbal communication skills, especially when…