Enterprise Sales Development Representative

The Enterprise Sales Development Representative is a key contributor to Paylocity's enterprise growth, focusing on identifying, engaging, and qualifying executive-level decision-makers within large accounts. This 100 percent in-office role is based in Pittsford, NY and offers a clear path into enterprise sales.

Position Overview

In this role you will spearhead outbound efforts to uncover opportunities within enterprise organizations, building relationships with senior stakeholders and collaborating closely with Enterprise Account Executives to shape strategy and drive pipeline. Your outreach will be value-driven, personalized, and insight-rich, aimed at surfacing real business challenges. You will work in tandem with Enterprise AEs on account planning, messaging sequencing, and opportunity qualification, with the objective of advancing prospects through the sales cycle. This position serves as a launching pad into a closing sales career, providing hands-on experience in enterprise sales motions, executive engagement, and cross-functional collaboration that supports long-term career progression into roles such as virtual sales, field sales, or current client consulting.

Responsibilities

• Targeted Prospecting: Identify and research enterprise accounts and key stakeholders (CHRO, CFO, CIO) to tailor outreach around organizational initiatives.
• Executive Outreach: Engage senior decision-makers through personalized, multi-channel outreach (phone, email, LinkedIn, video, etc.).
• Strategic Alignment: Work closely with Enterprise Account Executives on account planning, outreach sequencing, and opportunity qualification.
• Value-Based Messaging: Leverage industry insights and business challenges to position Paylocity as a transformative solution.
• Tech-Enabled Efficiency: Use enterprise sales tools (Salesloft, ZoomInfo, AI dialers, Salesforce, etc.) to streamline engagement and prioritize high-impact actions.
• Account Intelligence: Surface insights on enterprise needs, timelines, and decision processes to improve targeting and conversion.
• Data Discipline: Maintain accurate CRM records, track pipeline metrics, and refine outreach strategies based on performance data.
• Cross-Team Collaboration: Partner with marketing, sales operations, and product teams to optimize outreach messaging and funnel performance.

Requirements

• Bachelor’s degree preferred; equivalent experience accepted, including 1+ years in B2B SDR or similar roles.
• Proven experience engaging enterprise buyers or operating in long sales cycle environments is a strong plus.
• Experience with enterprise sales tools (Salesforce, Salesloft, LinkedIn Sales Navigator, ZoomInfo) is preferred.
• Excellent written and verbal communication skills, with a high degree of professionalism and executive presence.

Technologies

• Salesloft
• ZoomInfo
• Salesforce
• LinkedIn Sales Navigator
• AI dialers

Benefits

• Medical
• Dental
• Vision
• Life
• Disability
• 401(k) match
• Career development opportunities

Physical Requirements

• Ability to sit for extended periods at a desk or workstation for 7-8 hours per day.
• Proficiency with computers and phone systems; ability to operate multiple software programs concurrently.
• Stable in a stationary position for extended periods and capable of moving around the office as needed.
• Use of standard office equipment, including computers, phones, printers, and copiers.
• Effective communication in person, by phone, and via email.
• Ability to lift and carry up to 5 pounds for tasks such as moving office supplies.
• Willingness to bend, reach, or stoop to access files and resources.
• Strong focus and attention to detail for extended periods.
• Capability to work at a desk for extended periods while using computer systems and writing.