Enterprise Sales Development Representative

PAYLOCITY CORPORATION•Schaumburg, IL

6h•$50,000 - $52,500•Onsite

About The Position

Paylocity is a leading provider of cloud-based HR and payroll software solutions, recognized as one of the fastest-growing HCM software providers globally. The company offers an intuitive product suite designed to help businesses automate HR and payroll, attract and retain talent, and foster a strong workplace culture. Paylocity differentiates itself by developing tools that enable businesses to compete for talent and meet the expectations of the modern workforce. The company emphasizes employee success through comprehensive benefits, perks, and career development opportunities, believing that people are central to its business. The Sales & Marketing team plays a crucial role in solving client challenges and driving business success by understanding client needs and tailoring solutions. This role is a 100% in-office position based in Schaumburg, IL, requiring candidates to work on-site five days a week during designated hours. As an Enterprise Sales Development Representative, you will be instrumental in Paylocity's enterprise growth strategy. Your responsibilities will include identifying, engaging, and qualifying executive-level decision-makers in large organizations. Your outreach will be personalized, value-driven, and insight-rich, aimed at initiating meaningful conversations and uncovering business challenges. You will collaborate closely with Enterprise Account Executives on account strategy, messaging alignment, and pipeline creation, working together to secure strategic opportunities and build lasting client relationships. This role serves as a foundation for a closing sales career, providing hands-on experience in enterprise sales, executive engagement, and cross-functional collaboration, preparing individuals for roles such as virtual sales, field sales, or client consultants.

Requirements

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.

Responsibilities

Identify and research enterprise accounts, key stakeholders (CHRO, CFO, CIO), and organizational initiatives to tailor outreach.
Engage senior-level decision-makers through personalized, multi-channel communication (phone, email, LinkedIn, video, etc.).
Collaborate closely with Enterprise AEs on account planning, outreach sequencing, and opportunity qualification.
Leverage insights into industry trends and business challenges to position Paylocity as a transformative solution.
Utilize enterprise sales tools (Salesloft, ZoomInfo, AI dialers, Salesforce, etc.) to streamline engagement and prioritize high-impact actions.
Surface insights on enterprise needs, timelines, and decision processes to improve targeting and conversion.
Maintain accurate CRM records, track pipeline metrics, and continuously refine outreach strategies based on performance data.
Partner with marketing, sales ops, and product teams to optimize outreach messaging and funnel performance.