Director of Revenue Operations

About Extend: Extend is revolutionizing the post-purchase experience for retailers and their customers by providing merchants with AI-driven solutions that enhance customer satisfaction and drive revenue growth. Our comprehensive platform offers automated customer service handling, seamless returns/exchange management, end-to-end automated fulfillment, and product protection and shipping protection alongside Extend's best-in-class fraud detection. By integrating leading-edge technology with exceptional customer service, Extend empowers businesses to build trust and loyalty among consumers while reducing costs and increasing profits. Today, Extend works with more than 1,000 leading merchant partners across industries, including fashion/apparel, cosmetics, furniture, jewelry, consumer electronics, auto parts, sports and fitness, and much more. Extend is backed by some of the most prominent technology investors in the industry, and our headquarters is in downtown San Francisco. About the Role: Extend is hiring a Director of Revenue Operations to lead the operating engine behind our go-to-market organization across Sales, Growth, and Solutions Engineering. Reporting to Business Operations leadership, you will serve as a core strategic partner to the executive team and GTM leaders, shaping go-to-market strategy, driving annual planning, running deal desk operations, and designing variable compensation. We are looking for a strategic, business-minded leader with a technical edge and high intellectual curiosity. You know how to align senior sales leaders, build trust in executive rooms, and optimize revenue performance. At the same time, you are deeply curious about modern tooling, comfortable navigating systems, and eager to leverage AI and automation to remove GTM friction. You bring the authority to guide strategy and the technical fluency to ensure our revenue stack actually scales. What You’ll Do Strategic Partnership, GTM Planning & Deal Operations • Serve as a strategic partner to Executives and GTM leadership on coverage models, pricing, packaging, and organizational design. • Own the annual planning cycle end to end, including account segmentation, territory design, capacity, headcount modeling, and quota setting across all Revenue teams. • Build and maintain bottoms-up sales and revenue models in partnership with Finance and Analytics, connecting rep capacity and ramp assumptions directly to business goals. • Own deal desk operations: establish pricing guardrails, manage approvals for non-standard terms, and ensure seamless handoffs from deals to invoicing and billing. Operating Cadence, Forecasting & Performance Metrics • Lead the GTM operating cadence, including monthly business reviews (MBRs), quarterly business reviews (QBRs), and executive/board reporting. • Establish a disciplined pipeline inspection routine and accurate revenue forecasting model across Sales and Growth leadership. • Own full-funnel GTM performance and retention metrics, including pipeline generation, attainment, launches, retention, and expansion forecasting. • Translate complex data into actionable recommendations that help GTM leaders mitigate risks and capture market opportunities. Incentive Compensation & GTM Tech Architecture • Design variable compensation plans for AEs, BDRs, AMs, and SEs that drive strategic behaviors and align with company performance objectives. • Manage the full comp lifecycle: plan document generation, stakeholder approvals, adjustments, and accurate, on-time commission payouts. • Own the GTM technology budget, renewals, vendor relationships, and optimizations across Salesforce and the broader sales stack. • Maintain data governance that reps and executives depend on daily. AI Operations & Team Leadership