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Staff Product Designer, New Initiatives

Dropbox

Remote - Canada: Select locations (Canada, US) Remote permanent

Posted: January 28, 2026

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Job Description

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 to operate as the design owner of a 0 → 1 product, 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.

Requirements

• 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

Canada Pay Range
$178,500—$241,500 CAD

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