Head of Revenue Operations

Sierra • San Francisco, CA

11d • Onsite

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, and Singapore. 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

• 10+ years of experience in GTM/revenue operations, sales operations, or a similar role
• Proven track record of building and scaling GTM/revenue operations in a startup or fast-growth environment.
• Experience scaling and mentoring teams during periods of high growth.
• Deep understanding of complex enterprise SaaS sales processes and dynamics.
• Strong analytical and problem-solving skills, with experience or a keen interest in SQL.
• Ideally an expert in using Salesforce.
• Exceptional communication and leadership skills, with the ability to influence stakeholders at all levels.
• A degree in Business Administration, Finance, or a related field, or equivalent professional experience.

Nice To Haves

• Experience in partnerships and business development roles.
• Ideally has a familiarity with AI or conversational AI technologies.

Responsibilities

• Revenue Planning & Forecasting: Support the execution of revenue forecasting by leveraging data insights to drive strategic planning and financial projections. Ensure alignment with overall business objectives and market trends.
• Compensation Strategy & Planning: Design and refine compensation structures to incentivize performance, align with company goals, and maintain competitiveness in the market. Collaborate with Finance and Sales to evaluate and optimize commission plans.
• Headcount & Capacity Planning: Develop models to assess staffing needs, optimize team structures, and support efficient resource allocation as the organization scales. Ensure alignment with revenue goals and sales coverage strategies.
• Optimize sales territory planning to ensure equitable distribution of accounts and maximize revenue potential. Align headcount and resource allocation with sales capacity needs and revenue goals.
• Attribution & Propensity Modeling: Build and refine data-driven models to analyze customer behavior, predict demand, and identify revenue opportunities. Provide actionable insights to optimize sales and marketing efforts.
• Operational Reporting & Dashboards : Own and evolve business reporting frameworks, ensuring real-time visibility across GTM teams. Develop and manage dashboards and KPIs to track performance, optimize decision-making, and ensure data integrity in collaboration with other Ops team members.
• Process Optimization & Scalability : Establish and enforce standardized processes across GTM functions, ensuring clarity, efficiency, and scalability. Identify and remove bottlenecks in operational workflows to enhance productivity.
• Cross-Functional Collaboration & GTM Alignment: Partner with customer-facing teams, driving alignment between Sales and Agent Development. Ensure a structured operational cadence to support alignment, accountability, and continuous optimization.

Benefits

• Flexible (Unlimited) Paid Time Off
• Medical, Dental, and Vision benefits for you and your family
• Life Insurance and Disability Benefits
• Retirement Plan (e.g., 401K, pension) with Sierra match
• 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

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Number of Employees: 251-500 employees