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Remote Lead Chief of Staff

Remote, USA Full-time Posted 2026-06-06

This position is posted by Jobgether on behalf of a partner company. We are currently looking for a Chief of Staff to CEO - REMOTE. In this pivotal role, you'll operate as a trusted advisor to the CEO, managing multiple strategic initiatives that drive the company's growth. Your expertise will help streamline operations and enhance decision-making across the organization. This role requires a blend of strategic vision and hands-on execution to build the operating systems necessary for scaling. You will influence leaders across various departments, ensuring alignment and accountability while creating structure and clarity in an ever-changing environment. Accountabilities

  • Serve as Strategic Proxy: Act as the CEO's trusted advisor and decision-making partner.
  • Ruthlessly Prioritize: Force-rank initiatives against growth, quality, and financial objectives.
  • Drive Cross-Functional Execution: Orchestrate complex initiatives across clinical, operations, finance, and growth.
  • Build Operating Systems: Establish rhythms and decision cadences essential for effective business operations.
  • Harness AI and Emerging Technology: Identify opportunities to deploy AI-powered tools that enhance execution.
  • Prepare Executive Materials: Create narratives and presentations that simplify complexity.
  • Influence Without Authority: Build trust and clarity across the organization.
  • Navigate Ambiguity: Provide direction and unblock stalled initiatives.

Requirements

  • 10+ years in elite operating environments such as Chief of Staff roles or top-tier consulting.
  • Proven ability to create structure from ambiguity and design scalable operating models.
  • Fluency in AI and its application in accelerating execution.
  • Exceptional skills in rapid prioritization and decision-making in ambiguous environments.
  • Strong relationship-building and influencing capabilities without formal authority.
  • Experience in healthcare or Medicare Advantage is a plus but not required.

Benefits

  • Competitive base salary and equity opportunities.
  • Performance-based bonus program and 401k matching.
  • Comprehensive medical, dental, and vision coverage.
  • Mental health resources and a flexible time-off policy.
  • Employee Stock Purchase Plan (ESPP) with discounted equity opportunities.
  • Reimbursement for office setup expenses.
  • Monthly cell phone and internet stipend.
  • Remote-first culture supporting collaboration with global teams.
  • Paid parental leave for all new parents.

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