Chief of Staff – Chief Strategy Officer

Cloudflare

Chief of Staff to CSO at Cloudflare representing authority in critical meetings and driving high-impact strategic initiatives. Collaborating across teams to align efforts in business and technology.

Posted 7/28/2026full-timeNew York City • California, New York • 🇺🇸 United StatesLead💰 $211,000 - $290,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates a strong ability to translate complex technical concepts into executive-ready materials while effectively collaborating with cross-functional teams. Proven experience in high-stakes environments, driving strategic initiatives, and leveraging AI tools to enhance operational efficiency.

Highest-signal resume keywords

10+ Years Experience in Investment Banking or Management ConsultingExceptional Written and Verbal Communication SkillsProven Track Record in High-Stakes MeetingsDeep Technical Foundation and Collaboration with EngineeringAI-Native Mindset and Enthusiasm for Automation

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Strategic Document DraftingComplex Problem SolvingExecutive Presentation PreparationTechnical Concept TranslationProject Monitoring and Execution

Soft Skills

CuriosityCredibility BuildingCollaboration

Tools & Technologies

AI ToolsAutomation Workflows

Industry Keywords

C-Suite EngagementHigh-Impact ProjectsCross-Functional ExecutionThought LeadershipCloudflare

About the role

Key responsibilities & impact

Act as a high-leverage surrogate for the CSO, attending key meetings and customer discussions on her behalf when she requires added executive coverage.
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.
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.
Help articulate the Strategy org’s impact internally across Cloudflare and externally in high-profile industry forums, while leading strategy retrospectives and All-Hands presentations.
Help move complex, high-impact projects forward across the Strategy org. Monitor progress and timelines, follow up on critical action items across teams, and prepare executive updates to ensure alignment and execution.
Partner closely with Engineering, Product Management, Sales, and Marketing teams to understand our core product suite, navigate technical dependencies, and align cross-functional execution.

Requirements

What you’ll need

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 quickly grasp and translate complex technical concepts and products, effectively collaborating with engineering and technical product leaders.
Exceptional written and verbal skills; proven ability to write across multiple formats.
Proven track record of stepping into high-stakes meetings on behalf of executives, building instant credibility with C-suite stakeholders, enterprise customers, and board members.
Naturally curious problem solver who thrives on unraveling ambiguous technical and business challenges, distilling them into clear choices and actionable plans.
AI-native mindset with a genuine enthusiasm for leveraging AI tools, agentic workflows, and automation to streamline executive operations and drive team efficiency.
Ability and willingness to travel 30–50% for customer meetings, industry conferences, and regional team syncs.

Benefits

Comp & perks

Medical/Rx Insurance
Dental Insurance
Vision Insurance
Flexible Spending Accounts
Commuter Spending Accounts
Fertility & Family Forming Benefits
On-demand mental health support and Employee Assistance Program
Global Travel Medical Insurance
Short and Long Term Disability Insurance
Life & Accident Insurance
401(k) Retirement Savings Plan
Employee Stock Participation Plan
Flexible paid time off covering vacation and sick leave
Leave programs, including parental, pregnancy health, medical, and bereavement leave