Sales Compensation Analyst

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 all compensation communications to the field: plan launches, plan documents, policy updates, and payout notices. Every message should be clear, accurate, and on time. - Respond to rep questions quickly and within a defined SLA, and track each request through to resolution so nothing falls through the cracks. - Keep the internal sales compensation team aligned on every plan and policy change, and confirm each change is put into practice in calculations, systems, and processes. - Make sure every rep understands how they are paid through plan training, new-hire onboarding, office hours, and enablement tools (earnings calculators, plan summaries, FAQs, and training decks). - Model the cost, payout, and behavior impact of proposed plan designs and changes, and present tradeoffs that help leaders make decisions. - Support the team on the monthly payroll process, including validating payouts, reconciling against plan terms, and preparing the payroll handoff. WHAT YOU’LL BRING - 5+ years in sales compensation, commissions operations or a closely related finance/RevOps role, with hands-on involvement in at least one full annual plan design cycle. - Experience with plan architecture and pay mix, including target incentives, measures and weightings, accelerators, and how plan design drives seller behavior. - Strong modeling skills: building plan cost models, payout curves, and scenario analyses that leaders can act on. - A track record of rolling out comp plans and changes to sales teams, including writing plan documents, running trainings, and building self-service enablement tools. - Experience supporting a monthly commission payroll cycle, including payout validation, reconciliation, and payroll handoff. - Experience using Salesforce and sales compensation tools to report on attainment and payouts. EVEN BETTER… - Experience designing compensation for new roles or go-to-market motions at a high-growth company. OUR VALUES - 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.