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Chief of Staff to Chief Strategy Officer

Cloudflare· Strategy
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Hybrid (San Francisco, CA), Hybrid (New York, NY)$221k - $304kFull-timePosted 2mo ago

About the role

Chief of Staff to the CSO at Cloudflare, a hybrid role acting as a strategic partner and surrogate to the CSO, coordinating with technical leaders, customers, and cross-functional teams to drive strategic initiatives and alignment.

Responsibilities

  • Executive Representation: Act as a high-leverage surrogate for the CSO, attending key meetings and customer discussions on her behalf when she requires added executive coverage.
  • Strategic Advisory: Partner closely with the CSO as a strategic sounding board, leveraging data and sharp business instincts to simplify complex problems and keep executive focus on high-impact priorities.
  • Executive Communications & Writing: Translate high-level strategic vision, enterprise narratives, and complex technical data into executive and client-ready slide decks and comprehensive prep materials for high-stakes meetings. Draft strategic documents, internal communications, and executive social media posts on behalf of the CSO to drive thought leadership.
  • Enterprise Storytelling & Cadence: Articulate the Strategy org’s impact internally and externally, lead strategy retrospectives and All-Hands presentations.
  • Drive & Orchestrate Strategy-Led Initiatives: Move complex, high-impact projects forward across the Strategy org; monitor progress, follow up on action items, and prepare executive updates for alignment and execution.
  • Technical & Product Collaboration: Partner with Engineering, Product Management, Sales, and Marketing to understand core product suite, navigate dependencies, and align cross-functional execution.

Qualifications

  • 10+ years of combined experience across Investment Banking or Management Consulting and Big Tech, holding roles such as Technical Assistant, Product Manager, Business Development, Chief of Staff or similar.
  • Deep technical foundation with the ability to grasp and translate complex technical concepts and products, collaborating with engineering and technical product leaders.
  • Exceptional written and verbal communication skills; ability to write across formats.
  • Proven track record of stepping into high-stakes meetings on behalf of executives and building credibility with C-suite stakeholders.
  • Naturally curious problem solver who can distill ambiguous technical and business challenges into clear actions.
  • AI-native mindset with enthusiasm for leveraging AI tools, agentic workflows, and automation to improve operations.
  • Willingness to travel 30–50% for customer meetings, industry conferences, and regional team syncs.

Skills

Required:Executive surrogate capabilityStrategic advisoryTechnical & product fluencyCommunication & writing

Benefits

  • Health & Welfare Benefits: Medical/Rx, Dental, Vision, Flexible Spending Accounts, Commuter Spending Accounts, Fertility & Family Forming Benefits, mental health support, Global Travel Medical Insurance
  • Financial Benefits: Short and Long Term Disability Insurance, Life & Accident Insurance, 401(k) Retirement Savings Plan, Employee Stock Participation Plan
  • Time Off: Flexible paid time off, parental, pregnancy health, medical, and bereavement leave
Last updated Aug 26, 2026. Interested? Apply on the company site.

About Cloudflare

Connect, protect, and build everywhere | Cloudflare

Make employees, applications and networks faster and more secure everywhere, while reducing complexity and cost.

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