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About the Role

This role offers full ownership of the commissions function for a ~400 person, multi-division organization, with direct visibility to the CFO. It involves transforming the current Excel-based process into a modern and strategic function using analytical rigor and AI-powered insight.

Responsibilities

• Own monthly and quarterly commission calculations for ~250 commission-eligible employees across sales, customer success, and other variable-comp roles, working across a wide range of bespoke plan structures.
• Lead the technology transformation of commissions, owning the roadmap and execution of migrating the function from Excel into a purpose-built software platform or hybrid alternative.
• Partner with leadership across multiple functions and the People Operations team to rationalize plan complexity for the next fiscal year.
• Serve as the primary point of contact for commission disputes, bringing a documented, defensible resolution process.
• Apply AI tools to accelerate actuals vs. projections analysis and assist in explanation of commission outcomes with speed and clarity.
• Own monthly and quarterly commission calculations across 300+ commission-eligible employees and highly bespoke plan structures.
• Bring hands-on fluency in Excel at an advanced level to build and audit complex calculation models.
• Work from the Bookings dataset as the commissionable source of truth and NetSuite for GL posting and expense reconciliation.
• Provide executive reporting on variances and attainment to plan on a rolling basis.
• Ensure timely, accurate, and clearly communicated commission payouts to payees every cycle.
• Lead a structured effort to analyze existing plan complexity, identify redundancy, and simplify the plan architecture.
• Partner with BU leadership and HR to design a simpler, more scalable commission plan structure for the next fiscal year.
• Critically evaluate why plans are structured the way they are, not just how to calculate them.
• Bring a proven track record of simplifying a complex commission plan landscape.
• Document plan logic and assumptions so that plan design decisions are transparent and auditable over time.
• Own the end-to-end roadmap for migrating commissions out of Excel and into a purpose-built commissions platform.
• Bring a proven track record of personally leading a systems transformation — replacing manual, spreadsheet-based processes with software.
• Evaluate and implement a commissions platform such as CaptivateIQ, Spiff, or Xactly, including data migration and change management.
• Design the governance structure, controls, and documentation that go with a new platform.
• Leverage AI tools to accelerate variance analysis and improve the quality of explanations.
• Serve as the primary point of contact for commission inquiries and disputes, with a documented resolution process.
• Communicate complex commission calculations clearly to payees and executives.
• Coordinate seamlessly across Sales Operations, People/HR, Legal, and Accounting to ensure plan documents, quota letters, and accruals are accurate and timely.
• Produce clear monthly summaries of commission expense drivers, attainment distributions, and anomalies for Finance leadership.
• Build trust with a 300+ person commission-eligible organization by being consistent, transparent, and fast to resolve issues.
• Develop a deep, working understanding of every current commission plan, calculation methodology, and Excel-based process within 90 days.
• Achieve a seamless, error-free transition of commission calculation ownership, ensuring no missed or late payout cycles within 90 days.
• Establish a documented dispute-resolution process and become the trusted point of contact for commission inquiries within 90 days.
• Develop a clear, CFO-approved roadmap for commissions platform migration, including vendor evaluation and selection within 180 days.
• Deliver an initial plan rationalization analysis, identifying redundancy and proposing a simplified structure for the next fiscal year within 180 days.
• Implement a recurring, AI-assisted variance analysis and reporting process for Finance leadership within 180 days.
• Successfully complete migration of commissions administration onto a modern platform within 365 days.
• Launch the rationalized commission plan structure for the new fiscal year in partnership with Sales leadership and HR within 365 days.
• Ensure zero material commission calculation errors and consistent, on-time payout cycles across all divisions within 365 days.

Requirements

• Demonstrate in-depth knowledge of commission calculation mechanics, including accelerators, tiered payouts, SPIFs, and clawback provisions.
• Bring hands-on fluency in Excel at an advanced level — you build and audit complex calculation models before you replace them.
• Work from the Bookings dataset as the commissionable source of truth — Salesforce-fed, but adjusted for post-close changes — and NetSuite for GL posting and expense reconciliation.
• Bring a proven track record of simplifying a complex commission plan landscape, not just administering what exists.
• Bring a proven track record of personally leading a systems transformation — replacing manual, spreadsheet-based processes with software.
• Evaluate and implement a commissions platform such as CaptivateIQ, Spiff, or Xactly, including data migration and change management.
• Design the governance structure, controls, and documentation that go with a new platform.
• Serve as the primary point of contact for commission inquiries and disputes, with a documented resolution process.
• Coordinate seamlessly across Sales Operations, People/HR, Legal, and Accounting to ensure plan documents, quota letters, and accruals are accurate and timely.
• Build trust with a 300+ person commission-eligible organization by being consistent, transparent, and fast to resolve issues.
• Develop a deep, working understanding of every current commission plan, calculation methodology, and Excel-based process within 90 days.
• Achieve a seamless, error-free transition of commission calculation ownership, ensuring no missed or late payout cycles within 90 days.
• Establish a documented dispute-resolution process and become the trusted point of contact for commission inquiries within 90 days.
• Develop a clear, CFO-approved roadmap for commissions platform migration, including vendor evaluation and selection within 180 days.
• Deliver an initial plan rationalization analysis, identifying redundancy and proposing a simplified structure for the next fiscal year within 180 days.
• Implement a recurring, AI-assisted variance analysis and reporting process for Finance leadership within 180 days.
• Successfully complete migration of commissions administration onto a modern platform within 365 days.
• Launch the rationalized commission plan structure for the new fiscal year in partnership with Sales leadership and HR within 365 days.
• Ensure zero material commission calculation errors and consistent, on-time payout cycles across all divisions within 365 days.

Skills

• Commission Calculation & Administration
• Salesforce
• Excel
• NetSuite
• Commission Software Platforms
• AI Tools
• Advanced Excel
• SQL
• Python
• Agentic AI development tools
• Claude Code
• ChatGPT
• Claude
• Copilot