Director of Sales, AI & Data Cloud

Rippling

  • New York
  • 16 days ago

    Highlights

    Instead of forcing teams to reconcile fragmented data across disconnected systems, Rippling Data Cloud gives businesses a trusted way to access, understand, and act on their employee and business data from a single platform. This person should be equally comfortable driving operational rigor, coaching technical discovery, improving win rates, inspecting pipeline, and building a repeatable sales motion in a high-growth business.

    Numbers & Facts

    LocationNew York

    Description

    About the role

    We are looking for a pragmatic, strategic, and technically fluent sales leader to lead Sales for Rippling’s Data Cloud business.

    Rippling Data Cloud is a foundational part of Rippling’s compound platform, helping companies bring workforce, HR, IT, finance, and operational data together in a unified model that can power reporting, analytics, automation, and AI-native workflows. Instead of forcing teams to reconcile fragmented data across disconnected systems, Rippling Data Cloud gives businesses a trusted way to access, understand, and act on their employee and business data from a single platform.

    This role is responsible for leading a team of Account Executives & Managers selling Rippling’s Data Cloud products into new customers across SMB, Mid-Market, and Ent segments. The ideal candidate has experience leading high-performing SaaS sales teams in a fast-paced environment, with strong fluency in data, analytics, automation, AI, and platform-oriented selling. This person should be equally comfortable driving operational rigor, coaching technical discovery, improving win rates, inspecting pipeline, and building a repeatable sales motion in a high-growth business.

    What you will do

    • Lead and scale a high-performing sales team focused on Rippling Data Cloud
    • Own revenue execution across pipeline generation, discovery, technical demos, deal strategy, forecasting, and close
    • Hire, coach, and develop Account Executives and managers who can manage complex sales cycles while navigating technical, analytical, and strategic buying processes
    • Build strong operating rhythms around pipeline inspection, forecast accuracy, deal reviews, rep coaching, and productivity
    • Partner closely with Product, Data, Sales Engineering, Marketing, SDR, RevOps, Enablement, and leadership to ensure the business is delivering against its most important outcomes
    • Develop and reinforce strong positioning for Data Cloud as a platform for unified workforce data, analytics, reporting, automation, and AI-driven decision-making
    • Coach teams on how to connect technical product capabilities to executive-level business outcomes, including data accuracy, operational visibility, workflow automation, and faster decision-making
    • Identify gaps in the sales motion and build repeatable playbooks, talk tracks, enablement, and processes to improve execution
    • Use data to manage key performance metrics across pipeline creation, stage conversion, win rate, sales cycle, ACV, sales efficiency, and quota attainment
    • Build strong cross-functional feedback loops to help Product and GTM teams understand buyer needs, competitive dynamics, packaging opportunities, and repeatable use cases
    • Operate with an entrepreneurial mindset, solving problems cross-functionally and moving quickly as the business scales

    What you will need

    • 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 preferred, or demonstrated ability to scale beyond first-line leadership
    • 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 the 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 the ability to inspect details, build process, and move quickly in an ambiguous environment
    • High ownership, strong follow-through, and the courage to challenge the status quo when logic and reason require it
    • Low ego, high integrity, and genuine enthusiasm for building a category-defining company

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