Sr. Strategy & Operations Lead
The Team
Pinterest’s People Strategy & Operations team drives the planning, execution, and governance that helps our People organization operate as a high-performing, data-informed, and future-ready function. We partner closely with People leadership, Finance, and cross-functional teams to ensure our investments in people, programs, and tools deliver impact for Pinners, employees, and the business.
The Role
The Sr. Business Operations Lead will initiate and lead activities related to the analysis, planning, and governance of the People organization. You will manage the People budget and portfolio of work, ensure we have the right capacity and resourcing to deliver on our strategy, and build the tools, frameworks, and reporting that improve organizational effectiveness and productivity.
This is a high-visibility, highly cross-functional role suited for an experienced operator who is equally comfortable in the details of a $70M+ budget and the design of scalable processes and systems.
What you’ll do:
Budget & Portfolio Management
Own end-to-end management of the People organization budget, including partnership with People leadership and Finance on monthly forecasting, variance analysis, and scenario planning for a $70M+ portfolio of investments.
Own quarterly year‑to‑go (YTG) forecast and reporting for the People budget, ensuring clear visibility into risks, opportunities, and tradeoffs for senior stakeholders.
Design and evolve our People “Book of Work” frameworks and processes, ensuring all projects and programs are prioritized, resourced, and sequenced to deliver intended outcomes.
Establish and maintain standards for governance, tools, and resource utilization across the People portfolio (e.g., intake, prioritization criteria, status reporting, and decision forums).
Asana Portfolio, Roadmap & QBR Execution
Own the People Portfolio of Projects in Asana, including end‑to‑end setup, taxonomy, templates, workflows, and ongoing governance.
Build, maintain, and continuously improve the People roadmap and related reporting in Asana, ensuring clear visibility into commitments, dependencies, and progress for leaders and stakeholders.
Project manage the process for People QBR preparation and roadmap reviews: define timelines, owners, inputs, templates, and follow‑through on decisions and actions.
Set the operating cadence, formats, and follow‑up mechanisms for portfolio and roadmap reviews (e.g., monthly portfolio reviews, quarterly deep dives), using recognized portfolio, program, and project management methods to ensure sound governance and effective resource utilization.
Strategic Planning & Capacity Resource Management
Design and lead the People team’s annual planning process in partnership with S&O partners, People leadership and Finance, including timelines, tools, and forums for decision‑making.
Own the capacity planning framework for the People organization as part of annual and ongoing planning—model workloads, resourcing scenarios, and tradeoffs across teams to ensure alignment with strategic priorities.
Integrate headcount and non‑headcount investment forecasts into the function’s strategic plan, ensuring budget and capacity are aligned with goals and objectives.
Insights, Reporting & Tooling
Build, govern, and continuously improve standard reporting dashboards for the People team in Asana (and related tools as needed), enabling leaders to track execution, capacity, and outcomes at a glance.
Lead the design and execution of complex, cross‑functional analyses across the People portfolio (e.g., spend vs. plan, program ROI, capacity vs. demand), and translate findings into actionable recommendations for senior stakeholders.
What we are looking for:
Bachelor’s degree in a relevant field such as Business Operations, or 8+ years experience in Business Operations, Strategy & Operations, FP&A, or related roles supporting senior leaders in a complex, cross‑functional environment.
Demonstrated ownership of large, complex budgets; experience managing and forecasting a portfolio of spend of at least ~$25M, including monthly/quarterly forecast cycles and variance analysis.
Proven track record in portfolio, program, and project management: setting operating cadences, defining success metrics, sequencing work, and driving cross‑functional execution to outcomes.
Deep, hands‑on expertise with Asana, including designing and maintaining portfolios, custom fields, templates, workflows, and dashboards for large teams or organizations.
Experience designing and running capacity planning processes and annual planning cycles (headcount and non‑HC), ideally within a People/HR or G&A function.
Strong strategic planning skills: ability to connect functional strategy to a multi‑quarter roadmap, translate strategy into a Book of Work, and manage year‑to‑go (YTG) investment decisions.
Advanced analytical and business data modeling skills; comfortable structuring ambiguous problems, building models, and turning data into clear insights, recommendations, and executive‑ready narratives.
Demonstrated ability to design and govern reporting frameworks and dashboards that provide ongoing visibility into initiatives, resources, spend, and outcomes (e.g., Asana dashboards plus Sheets/Slides).
Strong stakeholder management skills and experience aligning senior leaders across functions; able to influence without authority and drive decisions in ambiguous environments.
Experience leading complex change, including piloting and scaling new ways of working, tools, and processes (for example, migrating a Book of Work from spreadsheets into Asana).
Relocation Statement:
This position is not eligible for relocation assistance. Visit our PinFlex page to learn more about our working model.
In-Office Requirement Statement:
We recognize that the ideal environment for work is situational and may differ across departments. What this looks like day-to-day can vary based on the needs of each organization or role.
This role will need to be in the office for in-person collaboration 1-2 times every 6-months and therefore can be situated anywhere in the country.
#LI-REMOTE
#LI-MB2
About the job
Apply for this position
Sr. Strategy & Operations Lead
The Team
Pinterest’s People Strategy & Operations team drives the planning, execution, and governance that helps our People organization operate as a high-performing, data-informed, and future-ready function. We partner closely with People leadership, Finance, and cross-functional teams to ensure our investments in people, programs, and tools deliver impact for Pinners, employees, and the business.
The Role
The Sr. Business Operations Lead will initiate and lead activities related to the analysis, planning, and governance of the People organization. You will manage the People budget and portfolio of work, ensure we have the right capacity and resourcing to deliver on our strategy, and build the tools, frameworks, and reporting that improve organizational effectiveness and productivity.
This is a high-visibility, highly cross-functional role suited for an experienced operator who is equally comfortable in the details of a $70M+ budget and the design of scalable processes and systems.
What you’ll do:
Budget & Portfolio Management
Own end-to-end management of the People organization budget, including partnership with People leadership and Finance on monthly forecasting, variance analysis, and scenario planning for a $70M+ portfolio of investments.
Own quarterly year‑to‑go (YTG) forecast and reporting for the People budget, ensuring clear visibility into risks, opportunities, and tradeoffs for senior stakeholders.
Design and evolve our People “Book of Work” frameworks and processes, ensuring all projects and programs are prioritized, resourced, and sequenced to deliver intended outcomes.
Establish and maintain standards for governance, tools, and resource utilization across the People portfolio (e.g., intake, prioritization criteria, status reporting, and decision forums).
Asana Portfolio, Roadmap & QBR Execution
Own the People Portfolio of Projects in Asana, including end‑to‑end setup, taxonomy, templates, workflows, and ongoing governance.
Build, maintain, and continuously improve the People roadmap and related reporting in Asana, ensuring clear visibility into commitments, dependencies, and progress for leaders and stakeholders.
Project manage the process for People QBR preparation and roadmap reviews: define timelines, owners, inputs, templates, and follow‑through on decisions and actions.
Set the operating cadence, formats, and follow‑up mechanisms for portfolio and roadmap reviews (e.g., monthly portfolio reviews, quarterly deep dives), using recognized portfolio, program, and project management methods to ensure sound governance and effective resource utilization.
Strategic Planning & Capacity Resource Management
Design and lead the People team’s annual planning process in partnership with S&O partners, People leadership and Finance, including timelines, tools, and forums for decision‑making.
Own the capacity planning framework for the People organization as part of annual and ongoing planning—model workloads, resourcing scenarios, and tradeoffs across teams to ensure alignment with strategic priorities.
Integrate headcount and non‑headcount investment forecasts into the function’s strategic plan, ensuring budget and capacity are aligned with goals and objectives.
Insights, Reporting & Tooling
Build, govern, and continuously improve standard reporting dashboards for the People team in Asana (and related tools as needed), enabling leaders to track execution, capacity, and outcomes at a glance.
Lead the design and execution of complex, cross‑functional analyses across the People portfolio (e.g., spend vs. plan, program ROI, capacity vs. demand), and translate findings into actionable recommendations for senior stakeholders.
What we are looking for:
Bachelor’s degree in a relevant field such as Business Operations, or 8+ years experience in Business Operations, Strategy & Operations, FP&A, or related roles supporting senior leaders in a complex, cross‑functional environment.
Demonstrated ownership of large, complex budgets; experience managing and forecasting a portfolio of spend of at least ~$25M, including monthly/quarterly forecast cycles and variance analysis.
Proven track record in portfolio, program, and project management: setting operating cadences, defining success metrics, sequencing work, and driving cross‑functional execution to outcomes.
Deep, hands‑on expertise with Asana, including designing and maintaining portfolios, custom fields, templates, workflows, and dashboards for large teams or organizations.
Experience designing and running capacity planning processes and annual planning cycles (headcount and non‑HC), ideally within a People/HR or G&A function.
Strong strategic planning skills: ability to connect functional strategy to a multi‑quarter roadmap, translate strategy into a Book of Work, and manage year‑to‑go (YTG) investment decisions.
Advanced analytical and business data modeling skills; comfortable structuring ambiguous problems, building models, and turning data into clear insights, recommendations, and executive‑ready narratives.
Demonstrated ability to design and govern reporting frameworks and dashboards that provide ongoing visibility into initiatives, resources, spend, and outcomes (e.g., Asana dashboards plus Sheets/Slides).
Strong stakeholder management skills and experience aligning senior leaders across functions; able to influence without authority and drive decisions in ambiguous environments.
Experience leading complex change, including piloting and scaling new ways of working, tools, and processes (for example, migrating a Book of Work from spreadsheets into Asana).
Relocation Statement:
This position is not eligible for relocation assistance. Visit our PinFlex page to learn more about our working model.
In-Office Requirement Statement:
We recognize that the ideal environment for work is situational and may differ across departments. What this looks like day-to-day can vary based on the needs of each organization or role.
This role will need to be in the office for in-person collaboration 1-2 times every 6-months and therefore can be situated anywhere in the country.
#LI-REMOTE
#LI-MB2