Chief of Staff to GM, Ads

Pinterest•San Francisco, CA

1d•Remote

About The Position

Pinterest is hiring a Chief of Staff to the GM, Ads (Product, Engineering, Data Science) to help scale the organization, strengthen executive decision-making, and drive its operating agenda. The Chief of Staff will serve as a senior strategic operator and trusted advisor to the GM and broader leadership team, connecting long-term priorities with day-to-day execution. The role calls for strong business and technical intuition, the ability to build scalable operating mechanisms, and skill in turning ambiguous challenges into structured decisions and execution plans. The position partners with Ads leaders and program teams on strategic planning, goal setting, business reviews, leadership offsites, and decision forums. It leads high-priority cross-functional initiatives, develops recommendations and executive communications, identifies risks and operating gaps, and builds alignment across technical, business, and corporate functions. The role also supports organizational planning and growth, budget and investment decisions, leadership effectiveness, and the evolution of the operating model. It represents Ads in executive and cross-functional forums and helps the organization operate in accordance with Pinterest’s values. The role can be based anywhere in the country and requires in-office collaboration one to two times per quarter. It is not eligible for relocation assistance.

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, 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.
Ability to lead high-impact initiatives from ambiguous problem definition through measurable outcomes, including establishing success metrics, governance, and accountability mechanisms.
Exceptional analytical skills and ability to use 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, including comfort handling sensitive information and navigating nuanced people, organizational, and business situations.
Comfort working across 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 or strategic operations leader.
Experience in advertising, marketplace, platform, infrastructure, or other scaled technology environments where monetization, reliability, and user experience must be balanced.
Experience with organizational design, headcount planning, business planning, or executive operating rhythms such as OKR cycles, QBRs, investment reviews, or board and executive-team preparation.
Experience partnering with Finance, Recruiting, People, or go-to-market 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.
Own and refine the executive operating agenda, 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.
Translate ambiguous business, technical, and organizational problems into frameworks, options, recommendations, and decisions for the VP and leadership team.
Use quantitative data, qualitative insight, and organizational listening to identify risks, diagnose operating gaps, and surface tradeoffs and implications.
Build alignment across Engineering, Product, Design, Data Science, Finance, Recruiting, People, and go-to-market partners.
Design, implement, and evolve operating mechanisms that improve prioritization, decision quality, communication, and follow-through.
Support organizational planning and growth, including team structure, headcount and investment tradeoffs, leadership effectiveness, and operating-model evolution.
Develop executive 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 organizational planning, execution, and communication.
Collaborate with Finance to manage budgets, optimize spending, and identify opportunities for efficiency or investment.
Work closely with Recruiting and People teams to evaluate and nurture healthy, cooperative engineering teams.