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Director of Sales, AI & Data Cloud

Rippling - San Francisco, CA, United States - In-office - posted 2026-10-23

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Rippling is seeking a Director of Sales to lead the sales organization for Rippling Data Cloud, a foundational platform that unifies workforce, HR, IT, finance, and operational data to power reporting, analytics, automation, and AI-native workflows. In this role, you will lead and scale a high-performing sales team selling Data Cloud products across SMB, Mid-Market, and Enterprise segments. You will own end-to-end revenue execution including pipeline generation, discovery, technical demos, deal strategy, forecasting, and close. Key responsibilities include: • Lead, hire, coach, and develop Account Executives and managers capable of navigating complex, technical sales cycles with multiple stakeholders • Build strong operating rhythms around pipeline inspection, forecast accuracy, deal reviews, rep coaching, and productivity metrics • Partner cross-functionally with Product, Data, Sales Engineering, Marketing, SDR, RevOps, Enablement, and leadership to drive business outcomes • Develop positioning for Data Cloud as a platform for unified workforce data, analytics, reporting, automation, and AI-driven decision-making • Coach teams to connect technical product capabilities to executive-level business outcomes (data accuracy, operational visibility, workflow automation, faster decision-making) • Identify gaps in the sales motion and build repeatable playbooks, talk tracks, enablement, and processes • Use data to manage key performance metrics: pipeline creation, stage conversion, win rate, sales cycle, ACV, sales efficiency, and quota attainment • Build cross-functional feedback loops to help Product and GTM teams understand buyer needs, competitive dynamics, and use cases • Operate with an entrepreneurial mindset, solving problems cross-functionally as the business scales Rippling is a San Francisco-based company that has raised $1.4B+ from top-tier investors including Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, and Bedrock. The company was named one of America's best startup employers by Forbes. REQUIREMENTS: • 7+ years of B2B SaaS sales experience, with 3+ years managing quota-carrying sales teams • Experience selling or leading teams in data, analytics, business intelligence, automation, AI, platform, infrastructure, or complex SaaS products (preferred) • Experience managing managers or demonstrated ability to scale beyond first-line leadership (preferred) • Proven track record of building teams that consistently meet or exceed quota • Ability to coach reps and managers through technical discovery, data-centric use cases, competitive positioning, business case development, and multi-stakeholder sales cycles • Strong analytical skills and comfort using data to diagnose performance gaps, improve conversion, and drive sales efficiency • Excellent forecast discipline and experience managing pipeline in Salesforce • Highly effective communicator with strong executive presence and ability to build trust across Sales, Product, Data, Marketing, RevOps, Enablement, and leadership • Ability to translate technical product capabilities into clear business value for executive, operations, finance, HR, IT, and data stakeholders • Hands-on operating style with ability to inspect details, build process, and move quickly in ambiguous environments • High ownership, strong follow-through, and courage to challenge the status quo • Low ego, high integrity, and genuine enthusiasm for building a category-defining company

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