GTM Operations, Planning
About The Position
At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Japan, and Sydney. 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 Family. 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.
Requirements
- 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.
Nice To Haves
- 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.
Responsibilities
- 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.
Benefits
- 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
Stand Out From the Crowd
Upload your resume and get instant feedback on how well it matches this job.
What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
