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Sierra is a leading platform for customer-facing AI agents, serving major brands including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank. The company is headquartered in San Francisco with growing offices across North America, Europe, and Asia.
In this role, you will own the end-to-end sales commission operations function. Your responsibilities include:
- Running monthly and quarterly commission cycles from data extraction and commission calculations through payout validation, approvals, and payroll handoff
- Investigating representative questions about commissions, documenting findings, recommending solutions, and resolving issues quickly to maintain rep trust
- Partnering with Salesforce administrators and data owners to maintain clean source data, map new fields and deal types, and identify upstream problems before they cause payout errors
- Reconciling and auditing payouts against payroll records, bookings, and compensation plan terms each cycle
- Modeling the financial impact of proposed compensation plan changes and configuring new plans in the system
- Automating manual processes, improving SLAs, and building reporting dashboards on attainment, payout costs, and compensation effectiveness
You will work in a fast-paced environment guided by company values of Trust, Customer Obsession, Craftsmanship, Intensity, and Family. The role requires clear, calm communication with sales representatives and leadership, including during difficult payout conversations.
REQUIREMENTS:
- 5+ years of experience in sales compensation, commissions operations, or closely related finance/RevOps roles
- Proven track record managing commission cycles across multiple regions, currencies, and payroll schedules, from data collection through payout validation, approvals, and payroll handoff
- Strong analytical skills including payout modeling, data reconciliation, and investigating discrepancies against compensation plan terms
- Experience using Salesforce to pull and review sales data for commission calculations
- Ability to configure sales compensation tools to calculate, validate, and report commission payouts
- Clear, calm communication skills with sellers and leaders
PREFERRED:
- Familiarity with commission accounting, including accruals, journal entries, and month-end close processes
