Inside Sales Representative

Payroll Inside Sales – Outbound Team

Summary

We are seeking a driven and results‑oriented Payroll Inside Sales Representative to join our Outbound Sales team. In this role, you will proactively engage prospects through outbound calling, targeted outreach, and strategic follow‑up to generate new business opportunities. In addition, you will also be responsible for identifying upsell, cross‑sell, and expansion opportunities within our existing client base. You’ll uncover business needs, showcase additional value, and guide both prospects and customers through the sales cycle with professionalism and persistence.

Key Responsibilities

• Conduct high‑volume outbound calls, sequences, and targeted outreach to generate qualified opportunities.
• Identify and engage decision‑makers, uncover business challenges, and assess fit for payroll solutions.
• Execute outbound prospecting strategies while also upselling and expanding relationships with existing clients.
• Proactively reach out to current customers to introduce additional payroll services, new product features, and value‑add solutions.
• Deliver consultative product overviews and demonstrations (phone, web, or video) to advance both new and existing‑client opportunities.
• Build and manage a robust pipeline—including outbound prospects and upsell accounts—with consistent follow‑up and accurate customer relationship management documentation.
• Collaborate with Sales Leadership, Marketing, and Client Success on account expansion strategies and outbound initiatives.
• Partner with Implementation and Client Success teams to ensure seamless transitions for new and expanded clients.
• Meet and exceed KPIs for outbound activity, pipeline creation, upsell revenue, and closed deals.
• Stay informed on payroll compliance, tax requirements, HR technology, and industry trends to support deeper conversations with both prospects and existing clients.
• Represent the company with confidence, professionalism, and a high‑effort mindset.

Qualifications

• 1–3 years of Outbound Sales, SDR/BDR, Inside Sales, Account Management, or Business Development experience (ideally in Payroll, HR, SaaS, or Financial Services).
• Demonstrated success generating pipeline and exceeding outbound or upsell targets in a consultative sales environment.
• Strong communication, persuasion, and objection‑handling skills.
• Ability to manage a high‑volume day while staying organized across outbound prospects and existing client conversations.
• Proficiency with CRM tools (e.g., Salesforce, Gong) and outbound engagement platforms.
• Knowledge of payroll processes, HR systems, or related solutions is highly preferred.

What We Offer

• Competitive base salary plus unlimited earning potential (new business + upsell).
• Comprehensive benefits package (health, dental, vision, retirement).
• Ongoing training, development, and career progression.
• A collaborative, supportive team focused on growth and performance.