[Remote] Manager, Sales Commissions - Contractor

Note: The job is a remote job and is open to candidates in USA. Five9 is a leading provider of cloud contact center software, and they are seeking a Manager, Sales Commissions to lead the administration and governance of its global sales commission programs. This role involves ensuring accurate commission payments and overseeing the maintenance of an Incentive Compensation Management tool while collaborating with various departments.

Responsibilities

• 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

Skills

• 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

Company Overview