Large Enterprise Sales Development Representative - Schaumburg

PAYLOCITY CORPORATION•Schaumburg, IL

46m•$45,000 - $55,000•Onsite

About The Position

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 100% in-office role based at our Schaumburg, IL location. Remote or hybrid work is not available for this position. Candidates must be able to work on-site five days per week during designated work hours. Position Overview: As a Large Enterprise Sales Development Representative, you’ll be at the forefront of Paylocity’s enterprise growth strategy—responsible for identifying, engaging, and qualifying executive-level decision-makers at large organizations. Your outreach will be value-driven, personalized, and insight-rich, designed to spark meaningful conversations and uncover real business challenges. You’ll work in close partnership with Enterprise Account Executives, collaborating on account strategy, aligning messaging to prospect needs, and jointly driving pipeline creation. Together, you’ll open doors to strategic opportunities and build the foundation for long-term client relationships. This role is a launchpad into a closing sales career, offering hands-on experience in enterprise sales motions, executive-level engagement, and cross-functional collaboration—all critical to advancing into roles like virtual sales, field sales, or current client consultants.

Requirements

Bachelor’s degree preferred; equivalent experience accepted (including 1+ years in B2B SDR or similar roles).
Excellent written and verbal communication skills, with a high degree of professionalism and executive presence.

Nice To Haves

Proven experience engaging enterprise buyers or working in long sales cycle environments is a strong plus.
Experience with enterprise sales tools (Salesforce, Salesloft, LinkedIn Sales Navigator, ZoomInfo) is preferred.

Responsibilities

Targeted Prospecting: Identify and research enterprise accounts, key stakeholders (CHRO, CFO, CIO), and organizational initiatives to tailor outreach.
Executive Outreach: Engage senior-level decision-makers through personalized, multi-channel communication (phone, email, LinkedIn, video, etc.).
Strategic Alignment: Collaborate closely with Enterprise AEs on account planning, outreach sequencing, and opportunity qualification.
Value-Based Messaging: Leverage insights into industry trends and business challenges to position Paylocity as a transformative solution.
Tech-Enabled Efficiency: Utilize 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 continuously refine outreach strategies based on performance data.
Cross-Team Collaboration: Partner with marketing, sales ops, and product teams to optimize outreach messaging and funnel performance.