GTM Operations & Planning Manager

What you’ll do Own our GTM planning processes end-to-end, including annual and quarterly planning, quota and target setting, and capacity and headcount planning across the go-to-market organization. Partner with GTM and Finance leadership to develop revenue forecasts, performance goals, and resource allocation plans that support company growth objectives. Own sales compensation and incentive programs, including plan design, administration, and quota setting. Deliver actionable GTM performance insights by identifying key business drivers, opportunities, and risks, and translating them into recommendations that improve efficiency, productivity, and execution. Serve as a strategic partner to GTM, Finance, and Operations leadership, driving cross-functional alignment on goals, building stakeholder buy-in, and enabling effective decision-making and execution across the organization. What you’ll bring 5–8 years of experience: background in private equity, venture capital, investment banking, or consulting, plus business planning or strategic finance experience at a high-growth technology company. Exceptional financial modeling and analytical skills, with a demonstrated ability to build forecasts, evaluate business performance, and translate complex data into actionable recommendations. Experience owning or supporting annual planning, revenue forecasting, sales compensation, or other business planning processes. Strong executive communication and stakeholder management skills, with a track record of influencing decisions and building alignment across senior cross-functional stakeholders. A highly structured, detail-oriented problem solver who can navigate ambiguity, independently drive initiatives, and balance analytical rigor with practical business judgment. Even better... SQL proficiency and experience with BI tools such as Hex, Tableau, or similar analytics platforms. Prior ownership of GTM planning processes, including sales compensation and quotas. Previous startup or 0 to 1 operational experience in a high-growth AI or SaaS environment. What we offer Flexible (unlimited) paid time off Medical, dental, and vision benefits for you and your family Life insurance and disability benefits Retirement plan dependent on country of employment Parental leave Fertility and family building benefits through Carrot Lunch, as well as delicious snacks and coffee to keep you energized Discretionary benefit stipend giving people the ability to spend where it matters most Free alphorn lessons These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full‑time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies. Be you, with us We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class. Department: Operations #J-18808-Ljbffr Sierra