Enterprise Sales Representative Jobs in Illinois

INTRODUCTION

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.

ROLE AND RESPONSIBILITIES

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 an 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.

Primary Responsibilities: The below represents the primary duties of the position, others may be assigned as needed. To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge, skill, and/or ability required. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

• 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.

EDUCATION AND EXPERIENCE

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

Physical Requirements

- Ability to sit for extended periods: The role requires sitting at a desk or workstation for long periods, typically 7-8 hours a day.
- Use of computer and phone systems: The employee must be able to operate a computer, use phone systems, and type. This includes using multiple software programs and inquiries simultaneously.
- Ability to remain in a stationary position for extended periods of time.
- Ability to move around the office and interact with colleagues as needed.
- Ability to operate standard office equipment, including computers, phones, printers, and copiers.
- Ability to communicate effectively in person, via phone, and email.
- Ability to lift and carry up to 5 pounds as needed (e.g., moving office supplies or small packages).
- Ability to bend, reach, or stoop as needed to access file cabinets, office equipment, or other resources.
- Ability to maintain focus and attention to detail for extended periods.
- Ability to work at a desk or workstation for extended periods of time, including using a computer or writing.

COMPENSATION

The base pay range for this position $50,000.00 - $52,500.00; however, base pay offered may vary depending on job-related knowledge, skills, and experience. This position is eligible for our variable commission plan and offers a full range of benefits. This information is provided per the relevant state and local pay transparency laws for the location in which this position will be performed. Base pay information is based on market location. Applicants should apply via www.paylocity.com/careers.

EEO STATEMENT

Paylocity is an equal-opportunity employer. Paylocity is committed to the full inclusion of all individuals. We recruit, train, compensate, and promote regardless of race, religion, color, national origin, sex, disability, age, veteran status, and other protected status as required by applicable law. At Paylocity, we believe diversity makes us better.

We embrace and encourage our employees’ differences in age, culture, ethnicity, family or marital status, gender identity or expression, language, national origin, physical and mental ability, political affiliation, race, religion or spiritual belief, sexual orientation, socio-economic status, veteran status, and other characteristics that make our employees unique. We actively cultivate these differences through our employee resource groups (ERGs), employee experiences, perspectives, talents, and approaches to drive innovation in the software and services we provide our customers.

We comply with federal and state disability laws and make reasonable accommodations for applicants and employees with disabilities. To request reasonable accommodation in the job application or interview process, please contact accessibility@paylocity.com. This email address is exclusively designated for such requests, aligning with federal and state disability laws. Please do not send resumes to this email address, as they will be removed.

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