Chief of Staff to the COO & GM of Marketplace

About the Opportunity

The organization connects businesses with global, AI-enabled talent across every contingent work type including freelance, fractional, and payrolled. This portfolio includes a marketplace that connects businesses with on-demand access to highly skilled talent across the globe, and a solution that provides a purpose-built system for enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work. Businesses rely on the organization to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the organization enables businesses of all sizes to scale, innovate, and transform their workforces for the age of AI and beyond.

Key Responsibilities

• Strategic Partnership
• Serve as a trusted thought partner - not as a gatekeeper, but as someone who makes every interaction with the COO more valuable.
• Prepare the COO for high-stakes conversations - drafting and driving board presentations, executive reviews, cross-functional negotiations - surfacing not just what is known, but what remains ambiguous or contested.
• Where there's a decision to be made, this individual will come with options and a point of view, not just a summary.
• Operational Integration
• Own the operating rhythm of the COO organization.
• Monthly and quarterly business reviews, annual planning cycles, leadership forums - this individual will ensure these are substantive, efficient, and connected to strategic priorities rather than calendar obligations.
• This individual will work directly with finance and functional leads to ensure budget is managed with discipline and that trade-off decisions are made proactively, not reactively.
• Across a portfolio this wide, fragmentation is the enemy. This individual will identify where alignment is breaking down, where decisions are falling through the cracks, and where accountability needs to be reinforced - and will fix those things without waiting to be asked.
• Execution and Clarity
• Maintain a clear line of sight across key initiatives and ensure the COO has the information, context, and preparation needed to drive outcomes - not just attend meetings.
• This individual will own the quality of materials that come to the COO, provide direct feedback to senior leaders preparing those materials, and ensure that executive time is protected for the work that only the COO can do.
• When cross-functional friction stalls something important, this individual will unblock it. This individual will know when to convene the right people, when to clarify decision rights, and when to escalate versus resolve.
• Culture and Continuity
• Model the leadership values the organization expects of its people.
• Be the connective tissue between strategy and execution - translating intent into direction for a team that operates across remarkably diverse functions.
• During transitions or periods of organizational change, be the source of stability and continuity.

Required Qualifications

• Experience operating at the intersection of strategy and execution in a high-velocity environment - consulting, investment banking, a high-growth tech company, or some combination.
• Understanding of how businesses work, how organizations behave under pressure, and how to move complex stakeholders without formal authority.
• Strong organizational skills that instill confidence: things don't fall through the cracks, and people know it.
• Ability to think clearly under ambiguity, write and communicate with precision, and build a compelling deck and the strategy behind it.
• Discretion and judgment to be a confidant - discreet with sensitive information, frank in private, and diplomatically effective in every other setting.
• Understanding of when to be direct and when to be patient.
• Earning trust by consistently being great at the job and consistently acting with integrity.
• 10+ years of relevant experience; MBA or equivalent strongly preferred.
• Prior Chief of Staff experience or a similar senior operating role is a plus, but the profile matters more than the title.

Additional Information

The annual base salary range for this position is displayed below. The range displayed reflects the minimum and maximum salary for this position, and individual base pay will depend on your skills, qualifications, experience, and location. Additionally, this position is eligible for the annual bonus plan or sales incentive plan and eligibility to participate in our long term equity incentive program. Annual Base Compensation $229,000—$384,000 USD

The hiring company is an equal opportunity employer committed to building a diverse and inclusive team.