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Five9

Manager, Sales Commissions – Contractor

Five9

Manager leading sales commission processes and governance for Five9's global team. Overseeing compensation models, ICM tools, and driving accurate payments for sales teams.

Posted 5/28/2026contractRemote • 🇺🇸 United StatesSeniorLeadWebsite

About the role

Key responsibilities & impact
  • 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

What you’ll need
  • 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

Comp & perks
  • 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.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
ICM tools administrationcommission process managementcalculation validationvariance analysisfinancial reconciliationExcelcommission model designcompensation accountingsales commissionsquota management
Soft Skills
leadershipcoachingworkload prioritizationperformance guidancecross-functional collaborationproblem-solvingcommunicationescalation managementteam managementorganizational skills