Company Strategy and Operations

Stripe

Senior operator optimizing operations at Stripe by building scalable systems for planning and execution. Lead continuous improvement initiatives and cross-functional collaboration with senior leaders.

Posted 6/17/2026full-timeRemote • California, Illinois, New York, Washington • 🇺🇸 United StatesSeniorLeadWebsite

About the role

Key responsibilities & impact

Run planning for Stripe. You'll own and execute how Stripe does annual planning including multiple offshoot workstreams, and the frameworks leadership uses to make decisions. Continuous improvement of existing processes, automating manual workflows and helping us redesign lighter ways to do the work in the future.
Build, automate, and scale central operations infrastructure. You'll identify where manual, repetitive, or fragmented processes are creating drag and replace them with scalable systems—whether that's working with others on structured data pipelines, AI-augmented workflows, or new tooling. Your first instinct is to build, not to coordinate.
Translate strategy into operational reality. Help teams drive strategic discussions in leadership forums with your thinking and architecture. Prepare and run leadership-level operating forums, bring your own point of view into the room, and own the follow-through.
Drive continuous operational improvement. You'll have direct working relationships with the most senior leaders at Stripe and challenge assumptions, not just execute against them. You'll maintain a running view of where the operational systems of the company are breaking down—where decisions are slow, handoffs are unclear, or accountability is diffuse—and work across teams to address root causes.

Requirements

What you’ll need

15+ years of work experience, with a significant portion in operational roles at high-growth tech companies—product operations, strategy and operations, business operations, or company or corporate planning
A track record of building and owning operational systems. You have measurably improved how a company or large team operates, not just managed existing processes.
Deep experience either with company or functional planning—annual planning, OKR and SOKR-style goal-setting, resource allocation, and operating cadence design
A systems thinker who is automation-first—you instinctively reach for tools, data pipelines, and AI-augmented workflows to reduce manual overhead and increase leverage
Strong analytical rigor—you're comfortable owning data and metrics directly, running your own analyses, and pressure-testing assumptions without relying on a dedicated analytics partner
Experience working directly with and presenting to C-suite and senior executive stakeholders. You're comfortable owning the room and bringing a sharp, independent perspective.
High comfort with ambiguity—you take an undefined operational problem, scope it, design a solution, and drive it to completion with minimal oversight
Technical proficiency in AI tools in order to automate workflows as needed
Experience applying automation-thinking and scaled approaches to operational workflows—from analysis and synthesis to systems and decision support
Prior experience at a technology company is required.

Benefits

Comp & perks

Health insurance
Retirement plans
Flexible work arrangements
Professional development

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

operational systemsannual planningOKRSOKRresource allocationoperating cadence designdata analysisautomationAI-augmented workflowssystems thinking

Soft Skills

analytical rigorcommunicationleadershipproblem-solvingindependent perspectivecomfort with ambiguitycollaborationstrategic thinkingdecision-makingcontinuous improvement