The Chief of Staff to the CEO will drive strategic execution, manage priorities, facilitate communications, and support decision-making with analytics. They'll enhance collaboration and efficiency across teams while supporting the CEO's agenda and travel needs.
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
- 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
- Experience in a product role at a tech company
US Zone 1
$187,000—$253,000 USD
US Zone 2
$168,300—$227,700 USD
US Zone 3
$149,600—$202,400 USD
Top Skills
Ai Tools
Automation Tools
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The capital city of Canada and the nation's fourth-largest urban area, Ottawa has proven a rapidly growing global tech hub. With over 1,800 tech companies, many of which are leaders in their sectors, the city's tech talent now makes up more than 13 percent of its total workforce. This growth is driven not only by the big players like UL Solutions and Dropbox, but also by a thriving startup ecosystem, as new businesses emerge to follow in the footsteps of those that came before them.
