Dropbox is a Virtual First company. For this role, we are currently only authorized to hire candidates from the following provinces: Alberta, British Columbia, Ontario, and Saskatchewan.

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

Company Description

Dropbox isn’t just a workplace—it’s a living lab for designing a more enlightened way of working. We’re a global community of bold visionaries and resourceful doers shaping the future of Dropbox and, in turn, the future of work. Our Virtual First model combines the autonomy of a distributed workplace with the power of human connection, creating space for meaningful work and lasting relationships. With a startup mindset and enterprise-level opportunities, we expect Dropbox employees to think critically, stay curious, and use modern tools, including AI, to improve how work gets done. Here, you can be who you are and grow into who you’re meant to be. You own your impact, helping make work more intuitive, joyful, and human for yourself and hundreds of millions of people worldwide. If you’re ready to push boundaries and challenge yourself, Dropbox is ready for you.

Team Description

The Dropbox Design & Research Team creates experiences that make work feel effortless. We're problem solvers and innovators, combining research insights with thoughtful design to craft solutions that make users’ lives easier. Our research spans the full spectrum—from usability and evaluative studies to foundational and generative work—helping us uncover, understand, and solve the right problems at the right time. This is especially critical in the evolving AI space, where depth, rigor, and innovation are essential. We don't just make things look good—we make complex technologies feel intuitive and joyful by putting human needs at the center. If you're passionate about creating products that are equally thoughtful, powerful, and delightful, join our Design & Research team.

Virtual First

Dropbox’s Virtual First way of working is designed to help people do their best work with flexibility, autonomy, and connection. Day to day, teams work remotely with nonlinear schedules and core collaboration hours that support deep focus and individual working styles. We prioritize asynchronous communication to improve clarity, respect deep work time, and reduce unnecessary meetings. While remote work is the primary experience for our employees, we also prioritize intentional, in-person connection. We bring teams together through regular team gatherings, on-demand workspaces, and Dropbox Neighborhood events in order to strengthen team cohesion, foster creativity, and enhance momentum. Virtual First is built to provide the same access to opportunity, growth, and impact for everyone, regardless of location.

This role requires travel to offsites and various other team gatherings (approximately 5-10% of the year or 2-3 days per quarter). We provide advance notice when possible and encourage candidates to discuss any accommodation needs during the interview process.

Dropbox supports responsible use of AI for preparation, but misrepresentation of skills or experience is not permitted. See our AI Principles.

Dropbox is an equal opportunity employer. We are a welcoming place for everyone, and we do our best to make sure all people feel supported and connected at work.