Lead design for CompanyOS, collaborating with cross-functional teams, and turning ambiguous problems into intuitive user experiences while conducting user research and maintaining design quality.
Role Description
Dropbox is looking for a Staff Product Designer to lead design for CompanyOS within the New Initiatives Org. CompanyOS is an AI‑native operating system for work that Dropbox uses internally to plan, execute, and measure the most critical initiatives happening across the company.
In this role, you’ll have the opportunity partnering directly with OCEO (Office of the CEO), product, and engineering to turn ambiguous problems into clear, intuitive workflows that deliver real impact for Dropboxers.
Reporting into the Director of Product for New Initiatives, the ideal candidate combines deep product taste with strong execution, has a track record of designing new products from scratch, and is obsessed with customers while thriving in zero-to-one environments with high ambiguity and autonomy.
Responsibilities- Collaborate with cross-functional teams, OCEO (Office of the CEO), engineering, and product, to define and drive the user experience and interface of CompanyOS.
- Develop and iterate on wireframes, mockups, and prototypes to communicate design ideas, and user flows effectively.
- Conduct user research and usability testing to gather insights and inform design decisions.
- Translate complex technical concepts and requirements into intuitive, accessible, and engaging user experiences.
- Push design quality with Dropbox design systems and collaborate with engineering to ship quality experiences.
- Incorporate feedback from stakeholders, team members, and users to refine and improve the user experience of CompanyOS continually.
- Stay informed of the competitive landscape, industry trends, and emerging technologies in the AI and productivity spaces, using these insights to inform your design work.
- 10+ years of experience in product design.
- Exceptional craft and attention to detail in visual design, interaction design, and prototyping.
- Proficiency with prototyping tools to showcase complex features and web flows.
- Strong customer obsession with extensive experience leveraging UX research for foundational insights and iterative design.
- Experience spanning the full product lifecycle, from discovery to launch and iteration, turning ambiguous problems and big ideas into a product and executing it flawlessly.
- Ownership mindset with a proactive approach to driving projects and teams forward.
- Excellent communication skills and comfortable presenting demos to an executive audience, talking to customers, and aligning with cross-functional partners.
Preferred Qualifications
- Experience with 0-1 product initiatives.
- Experience collaborating with an executive audience, incorporating strategic direction, and presenting design recommendations.
- Proven ability to design highly complex, multi-step workflows with significant decision depth and interdependencies.
- Familiarity with and passion for AI/ML and other emerging technologies.
Compensation
US Zone 1
$222,700—$301,300 USD
US Zone 2
$200,400—$271,200 USD
US Zone 3
$178,200—$241,000 USD
Top Skills
Design Systems
Prototyping Tools
User Experience Research
Dropbox Chicago, Illinois, USA Office
Chicago, IL, United States
Similar Jobs at Dropbox
Artificial Intelligence • Cloud • Consumer Web • Productivity • Software • App development • Data Privacy
The Content Design Intern will craft user-focused content, collaborate with design teams, and enhance user experiences at Dropbox while receiving mentorship and feedback.
Top Skills:
Ai ToolsFigma
Artificial Intelligence • Cloud • Consumer Web • Productivity • Software • App development • Data Privacy
Lead the development of AI-powered security products focusing on data access governance and DLP, enhancing Dropbox's capabilities for SMBs and mid-market businesses.
Top Skills:
Access GovernanceAIBoxData Loss PreventionDropboxGoogle WorkspaceMachine LearningMicrosoft OnedriveSaaS
Artificial Intelligence • Cloud • Consumer Web • Productivity • Software • App development • Data Privacy
The Staff Product Manager will lead Dropbox's strategy for sharing and virality across various platforms, simplifying processes and driving cross-functional execution while influencing user collaboration and company growth.
Top Skills:
DesktopMobileWeb
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
