GTM Planning & Strategy Analyst, Brightwheel

• You are a proactive problem-solver and diligent executor who is excited to support strategic sales initiatives and drive meaningful revenue outcomes across the business
• You have strong analytical skills and experience building automations and workflows with AI tools to streamline forecasting, modeling, reporting, and analysis
• You are a clear communicator, take ownership of your work, show attention to detail, and consistently deliver high-quality results on time — whether that's a comp plan, a forecast, or an executive-ready analysis
• You are excited to dive deep into data to develop and implement practical solutions for quota design, incentive structures, and sales performance
• You enjoy collaborating with cross-functional partners across Sales, Finance, and People to analyze and tackle complex problems, and you thrive in the pace of change at high-growth tech startups
• 3+ years experience in Sales Operations, Sales Planning or GTM Finance in a SaaS or high-growth environment
• Hands-on experience with quota setting, incentive design, compensation modeling, and forecasting
• Highly analytical and comfortable working with large datasets; strong proficiency in SQL, Excel, and Salesforce preferred
• Proven AI-native operator — you've rebuilt workflows around AI and can point to evidence that outputs are faster, deeper, or more accurate as a result
• Strong written/verbal communication and experience producing executive-ready decks
• Proven attention to detail and a control-minded approach to payouts and comp changes

Desirable

• Forecasting & Reporting — develop and maintain sales forecasting models, track key performance metrics, and prepare regular reports for executive leadership and Sales teams
• Quota & Floor Design — contribute to quota-setting and floor design across segments, roles, and geographies; run scenario modeling and sensitivity analysis; lead calibration exercises with Sales leadership
• Sales Performance Optimization — collaborate with Sales leadership to develop and implement strategies to optimize sales performance including incentive redesigns, SPIFFs and pilot testing
• Incentive Design & Administration — build, test, and maintain incentive structures (OTE, base/variable split, accelerators, SPIFs) that drive rep behavior and revenue growth
• Comp Reporting & Governance — own recurring comp reporting, ad-hoc analyses, and audit controls; document runbooks and change-management processes
• AI-Enabled Productivity — build agentic workflows and automations that compress cycle times on modeling, reporting, and analysis
• Cross-Functional Partnership — translate technical models into clear recommendations and build trusted relationships with Revenue leaders, Finance, People/HR, and Recruiting
• Executive communication – Present directly with the CEO and executive team