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Chief of Staff to CEO
Chief of Staff to CEOGrand Rounds • San Francisco, CA, US
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Chief of Staff to CEO

Chief of Staff to CEO

Grand Rounds • San Francisco, CA, US
3 days ago
Job type
  • Full-time
Job description

Chief of Staff to CEO

Included Health is hiring a Chief of Staff to the CEO who is equal parts strategic partner and operator. You'll run the Office of the CEO and act as a force multipliertranslating strategy into sequenced execution across the organization. You'll architect and enforce our executive operating cadence (ELT, OKRs, board) so decisions tie to unit economics, run-rateand then turn those decisions into clear owners, timelines, and measurable outcomes. As the CEO's proxy in key forums, you'll craft narratives, consolidate signal from Finance / FP&A and Operations, and drive cross-functional programs. Success looks like faster cycles from decision to impact, higher CEO leverage, and durable execution at scale.

Responsibilities :

  • Translate the CEO's priorities into a focused, sequenced company plan; pressure-test assumptions and trade-offs with Executive Leadership Team (ELT), Finance, and Ops.
  • Orchestrate annual and quarterly planning (strategy, OKRs, investments) and ensure plans tie to unit economics, run-rate, and headcount.
  • Prep the CEO for key forums (board, investors, client execs, all-hands) : craft narratives, talking points, and decision memos; drive crisp pre-reads and post-decision follow-through.
  • Serve as an extension of the CEO in select meetings; clarify decisions, surface risks, and represent the CEO's perspective with high judgment.
  • Design and run the executive operating cadence (ELT, product / business reviews, weekly staff, QBRs, board cycle) with clear inputs / outputs and SLAs.
  • Turn decisions into plans : define owners, RACIs, milestones, and success metrics; track to closure and remove roadblocks.
  • Drive cross-functional execution for high-stakes programs spanning the organizationcoordinate dependencies and land results on time.
  • Partner with FP&A on goal / forecast alignment (demand, capacity, hiring plan), highlighting variance and proposing corrective actions.
  • Strengthen executive team cohesionfacilitate offsites, set operating norms, and foster direct, constructive debate.

Requirements :

  • 5-7+ years in a mix of strategy and execution roles (e.g., Chief of Staff, GM / BU Ops, Product Ops, Corporate Strategy / PE / Consulting) with a track record of shipping cross-functional programs.
  • Masters of Business Administration
  • 5+ years of experience within the Healthcare Industry
  • Operator's toolkit : planning / OKRs, program management at scale, decision memos, dashboards, and exec-caliber communications.
  • Financial fluency : can link strategy to P&L, unit economics, run-rate, headcount, and ROI; comfortable partnering with FP&A.
  • Exceptional written and verbal communication; can distill complex issues into crisp narratives and drive alignment.
  • High judgment and discretion; proven success representing a CEO / ELT internally and externally.
  • Strong systems thinking and prioritization; can say no, sequence work, and remove blockers without creating bureaucracy.
  • Change-management experience : aligning leaders, communicating change, measuring adoption, and iterating.
  • Mastery with modern tooling (OKR / project systems, data dashboards, collaboration suites); builds light, durable processes.
  • Bias to action and ownership; comfortable in ambiguity and fast-moving environments.
  • Brings positivity, humor, and resilience to the team, helping to make collaboration engaging and rewarding.
  • Physical / Cognitive Requirements :

  • Prompt and regular attendance at assigned work location.
  • Ability to remain seated in a stationary position for prolonged periods.
  • Requires eye-hand coordination and manual dexterity sufficient to operate keyboard, computer and other office-related equipment.
  • No heavy lifting is expected, though occasional exertion of about 20 lbs. of force (e.g., lifting a computer / laptop) may be required.
  • Ability to interact with leadership, employees, and members in an appropriate manner.
  • Ability to travel at least once quarterly.
  • About Included Health :

    Included Health is a new kind of healthcare company, delivering integrated virtual care and navigation. We're on a mission to raise the standard of healthcare for everyone. We break down barriers to provide high-quality care for every person in every community no matter where they are in their health journey or what type of care they need, from acute to chronic, behavioral to physical. We offer our members care guidance, advocacy, and access to personalized virtual and in-person care for everyday and urgent care, primary care, behavioral health, and specialty care. It's all included.

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