Apply

Ready to go for it?

AI Apply speeds things up—apply directly if you prefer.

FREE ACCESS
5,000–10,000 jobs/day
JobTailor Logo

See all jobs on JobTailor

Search thousands of fresh jobs every day.

Discover
  • Fresh listings
  • Fast filters
  • No subscription required
Create a free account and start exploring right away.
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 5/27/2026contractRemote • 🇺🇸 United StatesSeniorLeadWebsite

ATS Keywords

Tailor your resume
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
ICM tools administrationcommission process managementcalculation validationvariance analysisfinancial reconciliationExcelcommission model designcompensation accountingsales commissionsquota management
Soft Skills
leadershipcoachingworkload prioritizationperformance guidancecross-functional collaborationproblem-solvingcommunicationescalation managementteam managementorganizational skills
Tools & Technologies
CRM systemsbookings systemsCompany ICMSales Operations toolsPayroll systemsHR systemsaudit toolsSPIFF management toolsdata analysis softwarefinancial modeling software
Industry Keywords
SOX compliancepublic company environmentcompensation planssales operationsquota-carrying repscommission disputescomplex calculationsauditabilitysales rolesbusiness initiatives

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.