Chief of Staff to GM & Chief Operating Officer

New

UpworkTechnology, Online Marketplace

We currently hire full-time employees in 34 U.S. statesFull-TimeSenior

Salary$229,000 — $384,000 USD

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Job Details

Experience: 10+ years of relevant experience
Required Skills: Project ManagementCross-functional Team LeadershipOperations ManagementStakeholder management

10+ years of relevant experience operating at the intersection of strategy and execution.
Proven experience in high-velocity environments such as consulting, investment banking, or high-growth tech companies.
Strong organizational skills with a track record of ensuring accuracy and attention to detail.
Clear, precise writing and verbal communication skills.
Experience building compelling executive decks and strategic frameworks.
Demonstrated ability to move complex stakeholders without formal authority.
Discretion and judgement suitable for a confidential advisor role.
MBA or equivalent qualification strongly preferred.
Prior Chief of Staff or similar senior operating role is a plus.

Serve as a trusted thought partner to the COO, surfacing risks and ensuring decisions are data-driven.
Prepare the COO for high-stakes conversations, including board presentations, executive reviews, and negotiations.
Own the operating rhythm of the organization, including business reviews, annual planning, and leadership forums.
Collaborate with finance and functional leads to drive budget discipline and proactive trade-off decisions.
Identify and resolve alignment gaps, decision bottlenecks, and accountability issues across the organization.
Own the quality of executive materials and manage the COO's time to focus on critical strategic outcomes.
Unblock cross-functional friction and clarify decision rights to drive project execution.
Model leadership values and maintain organizational stability during periods of change.

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