Sales Compensation Analyst

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 Soft Bank — 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 and Clay Bavor. 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.

• 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.

• 5+ years in sales compensation, commissions operations or a closely related finance/Rev Ops 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.

• Familiarity with commission accounting, including accruals, journal entries, and month-end close.

• Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.

• Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.

• Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.

• Intensity: We know we don’t have the luxury of…