Chief of Staff to the CEO

Role Description

We’re looking for a proactive and highly strategic Chief of Staff to partner closely with Dropbox’s co-founder and CEO, Drew Houston, and the executive leadership team. This role offers a unique opportunity to significantly impact strategic decision-making and operational efficiency at the highest level. You will serve as a critical liaison, advisor, and facilitator, ensuring strategic priorities are clearly defined, communicated, and executed.

Responsibilities

• Drive strategic execution by managing CEO-driven initiatives, ensuring alignment and follow-through across the organization
• Optimize and prioritize the CEO’s agenda, ensuring strategic utilization of executive time.
• Facilitate critical internal and external communications, executive meetings, board preparation, and high-level strategic planning sessions
• Act as a primary point of contact and strategic advisor, supporting CEO decision-making with data-driven insights and analytics
• Leverage advanced AI and automation tools to streamline executive processes, improve decision-making speed, and enhance strategic outcomes
• Foster cross-functional collaboration, aligning diverse teams toward common strategic objectives
• Provide cohesion for executive leadership team, ensuring priorities are balanced across CEO and other executive demands
• Manage processes and rhythms for CEO in partnership with Executive Assistant and other members of Office of the CEO team
• Regularly accompany the CEO on essential business travel, ensuring seamless execution of priorities on the road

Requirements

• 5–7 years of experience (combination of top-tier consulting firm or investment bank followed by a strategy/product/business operations role at a tech company)
• Experience in strategic planning and other company operating rhythms
• Exceptional analytical and strategic thinking skills
• Strong communicator and collaborator with employees of all levels and departments
• Proven ability to manage complex stakeholder dynamics at executive levels
• Experience utilizing AI-driven tools to improve operational efficiency and strategic decision-making
• Ability to travel regularly with the CEO, sometimes on short notice

Preferred Qualifications

• Experience in a product role at a tech company

Compensation