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
- 5–7 years of experience (top-tier consulting firm or investment banking experience required. Ideally have additional experience in 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
- Resides in California, Bay Area strong preferred
- Experience in a product role at a tech company
Top Skills
What We Do
We're a global community of bold visionaries and resourceful doers who are shaping the future of Dropbox—and with it the future of work. Our Virtual First model combines the flexibility of a distributed workplace with the power of human connection, making space for both meaningful work and meaningful relationships. With our start-up mindset and enterprise-level opportunities, you can be who you are and grow into who you’re meant to be. Here, you can own your impact to make work more intuitive, joyful, and human—for you as a Dropboxer and for hundreds of millions of people worldwide. If you're ready to push boundaries—and yourself—Dropbox is ready for you.
Why Work With Us
We believe people do their best work when empowered with autonomy and harmony, and we understand there’s no substitute for human connection. Our Virtual First model combines the flexibility of remote work with the power of in-person collaboration to create the best of both worlds: a distributed workplace, anchored in community.
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Employees work remotely.
While remote work is the primary experience for our employees, we also prioritize opportunities for quarterly in-person collaboration knowing that connection is vital to a thriving workforce. We focus on how we work, not where we work.