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Paylocity

Enterprise Sales Development Representative

Paylocity · Schaumburg, IL

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  • On site
  • Full-time
  • $55,000 / year
  • Schaumburg, IL

Job highlights

  • Identify and qualify executive decision-makers at large organizations.
  • Engage senior leaders through personalized multi-channel outreach.
  • Collaborate with Account Executives on sales strategy and pipeline.
  • Utilize enterprise sales tools for efficiency and data tracking.
  • This role is a launchpad for a closing sales career.

About the role

About Paylocity

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.

Sales & Marketing Team Role

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.

Work Arrangement

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

  • 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.

Key skills/competency

  • Enterprise Sales
  • Sales Development
  • Prospecting
  • Lead Qualification
  • CRM Software
  • Sales Tools
  • Account Management
  • B2B Sales
  • Client Relationship
  • Communication Skills

Skills & topics

  • Enterprise Sales Development Representative
  • Sales Development
  • B2B Sales
  • SDR
  • Prospecting
  • Lead Generation
  • HCM Software
  • Salesforce
  • Salesloft
  • Client Acquisition

How to get hired

  • Tailor your resume: Highlight your B2B SDR experience, enterprise buyer engagement, and proficiency with sales tools like Salesforce and Salesloft for the Enterprise Sales Development Representative role.
  • Showcase communication skills: Emphasize your professionalism, executive presence, and ability to engage senior decision-makers in your application and during interviews.
  • Demonstrate understanding of sales tools: Clearly list your experience with relevant enterprise sales tools (Salesforce, Salesloft, ZoomInfo, LinkedIn Sales Navigator) to align with Paylocity's tech stack.
  • Prepare for in-office work: Be ready to discuss your ability and willingness to work 100% on-site in Schaumburg, IL, as remote or hybrid options are not available.
  • Research Paylocity's mission: Understand how Paylocity's cloud-based HR and payroll solutions help businesses automate processes and build culture to articulate your alignment during the interview process.

Technical preparation

Master CRM: Salesforce proficiency is key.,Learn Sales Engagement Platforms: Salesloft, ZoomInfo.,Practice multi-channel outreach techniques.,Research industry trends in HCM software.

Behavioral questions

How do you handle rejection in sales?,Describe a time you persuaded a prospect.,How do you prioritize your daily tasks?,Why are you interested in enterprise sales?

Frequently asked questions

What is the base salary range for the Enterprise Sales Development Representative at Paylocity?
The base pay range for the Enterprise Sales Development Representative position at Paylocity is $50,000 to $55,000 per year. The final offered salary may vary based on factors such as job-related knowledge, skills, and experience. Additionally, this role is eligible for a variable commission plan and offers a full range of benefits.
Is the Enterprise Sales Development Representative role at Paylocity remote, hybrid, or on-site?
This Enterprise Sales Development Representative position is a 100% in-office role located at Paylocity's Schaumburg, IL office. Remote or hybrid work arrangements are not available for this position, and candidates must be able to work on-site five days a week.
What are the primary responsibilities of an Enterprise Sales Development Representative at Paylocity?
The primary responsibilities include identifying and researching enterprise accounts, engaging senior-level decision-makers through personalized outreach, collaborating with Enterprise Account Executives on strategy, leveraging insights for value-based messaging, using sales tools for efficiency, gathering account intelligence, maintaining CRM data, and partnering with cross-functional teams.
What experience is preferred for the Enterprise Sales Development Representative role at Paylocity?
Paylocity prefers candidates with a Bachelor's degree or equivalent experience, including at least 1+ years in a B2B SDR or similar role. Proven experience engaging enterprise buyers or working in long sales cycle environments is a strong plus, as is experience with enterprise sales tools like Salesforce, Salesloft, LinkedIn Sales Navigator, and ZoomInfo.
What kind of career advancement opportunities are available for an Enterprise Sales Development Representative at Paylocity?
This role is designed as a launchpad into a closing sales career, providing hands-on experience in enterprise sales motions, executive-level engagement, and cross-functional collaboration. These skills are critical for advancing into roles such as virtual sales, field sales, or current client consultants.
What benefits does Paylocity offer its employees?
Paylocity offers a comprehensive benefits package, including medical, dental, vision, life, and disability insurance, along with a 401(k) match. They also provide additional perks to support employees, their families, and their finances, alongside opportunities for career development.
How does Paylocity approach diversity and inclusion in its hiring process?
Paylocity is committed to the full inclusion of all individuals and actively embraces diversity. They recruit, train, compensate, and promote without regard to race, religion, color, national origin, sex, disability, age, veteran status, or other protected characteristics. They actively cultivate differences to drive innovation.
How can I request a reasonable accommodation during the job application or interview process at Paylocity?
To request a reasonable accommodation, you should 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.