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Chief of Staff (CoS), Commercial

Serves as strategic advisor and operational partner to the Chief Commercial Officer, driving commercial strategy execution, cross-functional alignment, revenue performance tracking, and AI-enabled optimizations in a high-growth SaaS environment. Requires 10+ years in ops/strategy and strong commercial acumen.

230k – 275kNew York, NYSan Francisco, CAWashington, DC+1 moreBusiness OperationsRemote10+ YOE

About the role

Key Responsibilities

Strategic Commercial Partnership

  • Act as the CCO's primary strategic advisor and operational thought partner
  • Shape and refine commercial strategy, operating rhythms, and long-term growth initiatives
  • Ensure alignment between revenue objectives and enterprise strategic priorities
  • Provide structured, executive-ready recommendations on critical commercial decisions

Business & Revenue Performance Leadership

  • Develop and oversee mechanisms to track commercial performance, pipeline health, forecasting rigor, and execution effectiveness
  • Identify root causes of revenue gaps or execution breakdowns and drive corrective action
  • Partner with RevOps and Finance to improve forecasting accuracy and operating visibility
  • Ensure commercial goals are translated into measurable OKRs with disciplined follow-through

Cross-Functional Enterprise Alignment

  • Serve as connective tissue between Commercial, Product, Finance, Strategy, and Operations
  • Drive alignment on GTM motions, customer segmentation, pricing strategy, and partnership strategy
  • Represent the CCO in key forums to unblock decisions and accelerate execution

Executive-Level Problem Solving

  • Proactively surface complex commercial risks and opportunities
  • Conduct structured analysis of organizational, performance, or market challenges
  • Bring well-developed, actionable solutions—not just problem statements

Operating Model & Organizational Design

  • Provide informed input on org design, incentive structures, planning cycles, and operating cadence
  • Drive clarity in roles, accountability, and decision-making across the revenue organization
  • Support change management across the Commercial org during periods of growth and transformation

Leadership & Meeting Operations

  • Own strategic leadership meeting architecture (Revenue LT, QBRs, planning sessions)
  • Ensure agendas, pre-reads, and decision frameworks are clear and outcome-oriented
  • Drive rigorous documentation, action tracking, and follow-through

AI & Operational Innovation

  • Champion AI-driven optimization within the Commercial organization
  • Partner with Revenue Operations and Systems to drive intelligent workflow automation and decision-support tooling
  • Establish governance and best practices for AI-enabled commercial workflows

Job Requirements

  • 10+ years in senior operations, consulting, revenue strategy, business operations, or Chief of Staff roles in high-growth SaaS or technology companies
  • Demonstrated success supporting C-level executives in scaling commercial organizations
  • Strong commercial fluency (pipeline management, sales productivity, GTM strategy, revenue forecasting)
  • Proven experience driving cross-functional strategic initiatives
  • Exceptional structured problem-solving and executive communication skills
  • High executive presence, sound judgment, and ability to influence without authority
  • Deep experience with OKR frameworks, operating cadences, and strategic planning
  • Bachelor’s degree required; MBA or equivalent experience strongly preferred

Key Attributes

  • Strategic Operator: Balances vision and tactical execution
  • Revenue-Oriented Thinker: Understands the mechanics of commercial growth
  • Enterprise Integrator: Connects dots across departments
  • Structured Problem Solver: Brings clarity to complexity
  • Change Leader: Drives scalable operating discipline
  • Trusted Advisor: Anticipates executive needs and blind spots

Skills

OkrsRevenue OperationsGo-to-Market StrategyPipeline ManagementForecastingStrategic PlanningAI AutomationCross-Functional AlignmentOrg DesignChange Management

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