Inside Sales Representative

Overview

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.

• 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.

• 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.

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