Chief of Staff to GM, Ads

Pinterest•San Francisco, CA
•$178,561 - $367,626•Remote

About The Position

Pinterest is hiring a Chief of Staff to the GM, Ads (Product, Engineering, Data Science) to help scale the organization, sharpen executive decision-making, and drive the operating agenda for a high-impact team. The Chief of Staff will serve as a senior strategic operator and trusted advisor, connecting organizational priorities with day-to-day execution and acting as a force multiplier for the GM and broader leadership team. The role calls for a thought partner to senior executives with business and technical intuition; an owner of scalable operating mechanisms that drive clarity, accountability, and outcomes; and a leader who can structure ambiguous challenges into decisions, owners, and execution plans. The person will also represent the Ads organization in critical cross-functional forums with credibility among senior technical and business leaders. The position can be based anywhere in the country and requires in-office collaboration 1–2 times per quarter. It is not eligible for relocation assistance. The role is open to US-based applicants. The stated base salary range is $178,561–$367,626 USD, and the position is also eligible for equity.

Requirements

  • At least 8 years of experience in strategic operations, business operations, program leadership, product operations, technical program management, consulting, finance, or a related role in complex, fast-moving organizations.
  • Experience serving as a trusted partner to senior executives or leadership teams, with a record of shaping priorities, driving decisions, and delivering complex cross-functional programs.
  • Strong strategic judgment and systems thinking, connecting company and Ads priorities, organizational dynamics, technical realities, and execution constraints into a coherent plan.
  • Ability to lead high-impact initiatives from ambiguous problem definition through measurable outcomes, including establishing success metrics, governance, and accountability mechanisms.
  • Exceptional analytical skills, using quantitative and qualitative data to diagnose issues, frame options, and influence decisions with structured recommendations.
  • Outstanding executive communication skills, including crafting concise narratives, decision memos, business reviews, and leadership communications for technical and non-technical audiences.
  • Demonstrated ability to influence without formal authority, build trust quickly, and align senior stakeholders with competing priorities and perspectives.
  • Experience designing and scaling operating mechanisms, planning processes, or organizational systems that improve focus, execution, and cross-functional alignment.
  • High integrity, discretion, and judgment, with comfort handling sensitive information and nuanced people, organizational, and business situations.
  • Comfort working at the intersection of technical, product, and business environments and engaging credibly with senior Engineering and Product leaders.
  • Bachelor’s degree or equivalent work experience.

Nice To Haves

  • Experience partnering directly with Engineering, Product, or other technical executive teams as a Chief of Staff, strategic advisor, or senior TPM/strategic operations leader.
  • Experience in advertising, marketplace, platform, infrastructure, or other scaled technology environments where monetization, reliability, and user experience must be balanced thoughtfully.
  • Experience with organizational design, headcount planning, business planning, or executive-level operating rhythms such as OKR cycles, QBRs, investment reviews, or board and executive team preparation.
  • Experience partnering with Finance, Recruiting, People, or GTM teams on business-critical initiatives spanning strategy, operations, talent, and culture.

Responsibilities

  • Serve as a strategic partner and force multiplier to the GM, Ads and the broader Ads leadership team, maintaining focus on the most important company and organizational priorities.
  • Own and refine the executive operating agenda with leaders and TPMs, including strategic planning, goal setting, quarterly and annual business reviews, leadership offsites, and decision forums.
  • Lead high-priority cross-functional initiatives that improve execution across Product and Engineering, operating effectiveness, and business impact; establish structure, alignment, and momentum where ambiguity is high.
  • Translate ambiguous business, technical, and organizational problems into clear frameworks, options, recommendations, and decisions for the VP and leadership team.
  • Use data, qualitative insight, and organizational listening to identify risks, diagnose operating gaps, and surface tradeoffs and implications to leadership.
  • Build alignment across Engineering, Product, Design, Data Science, Finance, Recruiting, People, and GTM partners, ensuring Ads priorities, risks, and resource needs are understood and integrated into company planning.
  • Design, implement, and evolve operating mechanisms that improve prioritization, decision quality, communication, and follow-through, such as leadership cadences, decision logs, roadmap and investment reviews, and accountability trackers.
  • Support organizational planning and growth, including team structure, headcount and investment tradeoffs, leadership effectiveness, and operating-model evolution.
  • Develop executive-level communications and narratives, including decision memos, business reviews, strategy updates, and board and executive team preparation.
  • Represent Ads in forums with the Office of the CEO, other functional Chiefs of Staff, and cross-functional leadership groups.
  • Act as a culture carrier for Pinterest’s values in how the organization plans, executes, and communicates.
  • Collaborate with Finance to manage budgets, optimize spending, and identify efficiency and investment opportunities.
  • Work closely with Recruiting and People teams to evaluate and nurture healthy, cooperative engineering teams.

Benefits

  • Equity eligibility
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