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Chief of Staff to the CEO

Thumbtack

Remote · United States$23,917–34,417 gross/mofull-timeThumbtack Careers

As Chief of Staff to the CEO, you will be a second set of eyes on the whole business and close the gap between leadership decisions and organizational action. You will identify consequential questions, emerging risks, and conflicts across teams early, form a point of view, and ensure they are addressed by the right leaders.

Responsibilities

  • Translate senior leadership decisions into coordinated action by clarifying what was decided, identifying the teams affected, sequencing communication, and tracking execution.
  • Surface consequential questions, organizational constraints, and emerging risks early, and persist until the appropriate leaders address them.
  • Identify duplicated work, conflicting roadmaps, and cross-functional problems that lack clear ownership, then ensure they are resolved by the right teams.
  • Own and continually improve the senior leadership team’s operating rhythm, including how priorities are reviewed, decisions are made, and commitments are tracked.
  • Improve the quality and flow of information to and from the CEO so leaders have the context they need to act.
  • Lead a small number of CEO-priority efforts without a natural functional home, partnering with accountable leaders to move them through completion.
  • In order to be successful, you must bring
  • 12+ years of experience across operations, business operations, strategy, general management, or a chief of staff function in high-growth technology environments. Prior experience as a CEO’s chief of staff, leading an integration or organizational transformation, or scaling operations through a significant period of…
  • Evidence of entrepreneurial ownership, whether as a founder, early-stage operator, or internal builder who has led an ambiguous, high-stakes mandate from definition through execution.
  • A track record of driving complex, cross-functional initiatives to completion without relying on direct authority, title, or headcount.

Languages

    Work format
    Remote
    Seniority
    Head
    Posted
    8 Oct 2026
    Last verified
    In the last 5 days

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