Chief of Staff to Chief Strategy Officer

Cloudflare • San Francisco, CA

1d • Hybrid

About The Position

At Cloudflare, we are on a mission to help build a better Internet. Today the company runs one of the world’s largest networks that powers millions of websites and other Internet properties for customers ranging from individual bloggers to SMBs to Fortune 500 companies. Cloudflare protects and accelerates any Internet application online without adding hardware, installing software, or changing a line of code. Internet properties powered by Cloudflare all have web traffic routed through its intelligent global network, which gets smarter with every request. As a result, they see significant improvement in performance and a decrease in spam and other attacks. Cloudflare was named to Entrepreneur Magazine’s Top Company Cultures list and ranked among the World’s Most Innovative Companies by Fast Company. At Cloudflare, we’re not looking for people who wait for a polished roadmap; we’re looking for the builders who see the cracks in the Internet that everyone else has simply learned to live with. We value candidates who have the instinct to spot a "normalized" problem and the AI-native curiosity to create a solution using the latest tools. Our culture is built on iteration, leveraging AI to ship faster today to make it better tomorrow, while ensuring that every improvement, no matter how small, is shared across the team to lift everyone up. If you’re the type of person who values curiosity over bureaucracy, and that AI is a partner in solving tough problems to keep the Internet moving forward, you’ll fit right in.

Requirements

• 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.

Responsibilities

• 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.

Benefits

• 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

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed