Commissions Manager

Sitetracker; Town of Texas (WI); On-site; USD 120,000 - 180,000; Full time

Job summary

Sitetracker is seeking a Commissions Manager to own and transform a 300+‑person commissions function. You will migrate from Excel to a modern platform, design simpler plans, and partner with Sales, HR, Legal, and Accounting.

Expect strategic influence from day one with executive visibility and AI-powered analytics guiding variance and payout explanations. You will lead across technology transformation, governance, and plan rationalization while ensuring accurate, on-time payouts for multiple

Qualifications

• Must own monthly and quarterly commission calculations across 300+ employees with bespoke plans.
• Advanced Excel skills to build and audit complex models before replacement.
• Experience with cross-functional stakeholder management and executive-level reporting.

Responsibilities

• Own monthly and quarterly commission calculations across 300+ employees with bespoke plans.
• Lead the design and simplification of commission plans for scalability and clarity.
• Manage the migration of commissions from Excel to a dedicated platform (CaptivateIQ/Spiff/Xactly).
• Develop governance, data migration, and change-management for a new platform.
• Serve as primary contact for disputes and ensure timely, accurate payouts.

Skills

Commission Calculations

Excel advanced

Salesforce

NetSuite

AI Tools

SQL

Python

AI tooling (Claude/ Copilot)

Executive reporting

Payout accuracy

Tools

CaptivateIQ

Spiff

Xactly

Job description

The Opportunity

Join our high-performing Finance team as Commissions Manager, a pivotal role offering full ownership of the commissions function for a ~400 person, multi-division organization, with direct visibility to the CFO. This is a rare chance to not just administer a process, but to rebuild it — inheriting a commissions environment built on Excel and manual reconciliation, and driving its transformation into a modern and strategic function. You\'ll bring analytical rigor and AI-powered insight to a process that has relied successfully on spreadsheets and institutional memory, with your work visible at the executive level from day one.

What You\'ll Do

As our Commissions Manager, reporting directly to the Director of Revenue and Commissions, you will assume a materially more strategic mandate than a standard commissions administration role. From day one, you will 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. Simultaneously, you will lead the technology transformation of commissions — owning the roadmap and execution of migrating the function that currently lives entirely in Excel and into a purpose-built software platform or some hybrid alternative. This transformation extends to plan design as well, as you partner with the leadership across multiple functions and the People Operations team to rationalize plan complexity for the next fiscal year. You will navigate these cross-functional relationships and will serve as the primary point of contact for commission disputes, bringing a documented, defensible resolution process. As the function matures, you will also apply AI tools to accelerate actuals vs. projections analysis and assist in explanation of commission outcomes with speed and clarity.

The Skills You\'ll Have

Commission Calculation & Administration (Salesforce, Excel, NetSuite, Commission Software Platforms, AI Tools)

• Own monthly and quarterly commission calculations across 300+ commission-eligible employees and highly bespoke plan structures.
• 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
• Fluency with modern data and AI tooling is a strong differentiator — SQL, Python, and agentic AI development tools such as Claude Code.
• Executive reporting on variances and attainment to plan on rolling basis
• Ensure timely, accurate, and clearly communicated commission payouts to payees every cycle.

Plan Design & Rationalization

• 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, not just administering what exists.
• Document plan logic and assumptions so that plan design decisions are transparent and auditable over time.

Technology Transformation (Excel → CaptivateIQ / Spiff / Xactly)

• 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 (ChatGPT, Claude, Copilot, or similar) to accelerate variance analysis and improve the quality of explanations.

Stakeholder & Dispute Management

• Serve as the primary point of contact for commission inquiries and disputes, with a documented resolution process.
• Communicate complex commission calculations clearly — to a rep who believes they were underpaid, and to an executive who wants the one-number summary.
• 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.

Within 90 Days, You\'ll

• Develop a deep, working understanding of every current commission plan, calculation methodology, and Excel-based process.

• Achieve a seamless, error-free transition of commission calculation ownership, ensuring no missed or late payout cycles.

• Establish a documented dispute-resolution process and become the trusted point of contact for commission inquiries.

Within 180 Days, You\'ll

• Develop a clear, CFO-approved roadmap for commissions platform migration, including vendor evaluation and selection.

• Deliver an initial plan rationalization analysis, identifying redundancy and proposing a simplified structure for the next fiscal year.

• Implement a recurring, AI-assisted variance analysis and reporting process for Finance leadership.

Within 365 Days, You\'ll

• Successfully complete migration of commissions administration onto a modern platform (CaptivateIQ, Spiff, Xactly, or comparable).

• Launch the rationalized commission plan structure for the new fiscal year in partnership with Sales leadership and HR.

• Ensure zero material commission calculation errors and consistent, on-time payout cycles across all divisions.