About this role
ABOUT US
Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
WHAT YOU’LL DO
- Run the monthly and quarterly commission cycle, from pulling data and calculating commissions to validating payouts, getting approvals and handing off to payroll.
- Investigate rep questions, document what you find, recommend fixes, and clear issues quickly so reps trust their payouts.
- Work with Salesforce and data owners to keep source data clean, map new fields and deal types, and find upstream problems before they turn into payout errors.
- Reconcile and audit payouts against payroll, bookings and plan terms every cycle.
- Model the cost and payout impact of proposed plan changes and set up new plans in the system.
- Automate manual steps, tighten SLAs and build reporting on attainment, payout cost and comp effectiveness.
WHAT YOU’LL BRING
- 5+ years in sales compensation, commissions operations or a closely related finance/RevOps role.
- A track record of 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 with sellers and leaders, including during difficult payout conversations.
EVEN BETTER…
- Familiarity with commission accounting, including accruals, journal entries, and month-end close.
OUR VALUES
- Trust: We build trust with our