Manager, Sales Commissions – Contractor

Role Overview

• Lead the end‑to‑end commission process for hundreds of quota‑carrying reps, ensuring accurate and timely payouts.
• Manage a small team, providing coaching, workload prioritization, and performance guidance.
• Act as the primary escalation point for commission disputes, complex calculations, and off‑cycle adjustments.
• Partner closely with Sales Operations, Deal Desk, Payroll, and HR to ensure alignment on compensation plans, bookings, and employee data.
• Serve as the system owner for the Company ICM, including plan configuration, calculation logic, hierarchies, crediting rules, and rate tables.
• Design, maintain, and enhance commission models to support evolving compensation plans, new sales roles, SPIFFs, and business initiatives.
• Perform and oversee calculation validation, tie‑outs, and variance analysis prior to payout approval.
• Ensure scalability and auditability of models as the sales organization grows and plan complexity increases.

Requirements

• 7+ years of experience in sales commissions, revenue operations, or compensation accounting, including people leadership experience.
• Deep hands‑on experience administering ICM tools
• Strong working knowledge of CRM and bookings systems.
• Experience supporting SOX‑controlled commission processes in a public company environment.
• Advanced Excel skills and strong financial reconciliation capabilities.
• Proven ability to work cross‑functionally with Finance, Sales Ops, Payroll, HR, and Audit.

Benefits

• Five9 embraces diversity and is committed to building a team that represents a variety of backgrounds, perspectives, and skills. The more inclusive we are, the better we are. Five9 is an equal opportunity employer.