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Sales Compensation Systems

sierra · San Francisco, CA · Full-time

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

- Own the commission platform end to end, including plan configuration, crediting rules, user access, and changes each plan year.

- Build and maintain the data flows between Salesforce, the commission tool, HRIS and payroll so that bookings, roster changes and payouts stay in sync.

- Turn new plan designs, deal types and SPIFs into working system logic, and test them before they go live.

- Automate manual steps, build self-serve dashboards on attainment and payout cost for reps and leaders, and keep clear documentation for every rule and process.

- Partner with Accounting on monthly close: deliver commission accruals, reconcile commissionable bookings to billing and revenue, and support commission capitalization.

- Keep employee changes (hires, transfers, leaves, and exits) accurate in the commission system, and manage role-based access so pay data stays confidential.

WHAT YOU'LL BRING

- 5+ years in sales compensation systems, commissions operations, or a related RevOps or finance systems role.

- Hands-on experience administering a sales compensation platform such as CaptivateIQ, Xactly, Spiff or Varicent, including building plans and calculation logic from scratch.

- Strong Salesforce knowledge: objects, fields, reports, and how opportunity and booking data flows into commission calculations.

- Working knowledge of commission accounting, including accruals, month-end close, and reconciling payouts to the general ledger.

- Experience integrating an HRIS (e.g., Workday) with a commission platform, and sound judgment handling sensitive employee and pay data.

EVEN BETTER...

- Experience managing a commission platform

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