Senior Product Designer

As a Senior Product Designer focused on Reclaim.ai within Dropbox, you will lead design efforts across one of the most ambitious and impactful product areas at the company. Reclaim is redefining how individuals and teams manage their time with smart, AI-powered scheduling and productivity tools. As the founding designer on the team, you will have the opportunity to shape its evolution from the ground up.

You will collaborate closely with Reclaim’s co-founders, product management, engineers, and cross-functional partners to build seamless, elegant, and powerful experiences. This role is a chance to work on deeply human, behavior-driven problems that affect how millions of people manage their day, while enjoying the flexibility and pace of a startup within the stability of Dropbox.

Responsibilities

You will lead end-to-end design work across Reclaim’s product areas, including AI scheduling, collaboration workflows, enterprise features, and mobile and web experiences. You will collaborate with product, engineering, and go-to-market teams to define problems, explore solutions, prototype quickly, and ship polished experiences. You will conduct and synthesize user research to inform design decisions and inspire product strategy. You will shape and uphold a high bar for design craft, usability, and systems thinking across the product, ensuring clarity and simplicity in a complex space. You will also help define the long-term design vision and product voice for Reclaim within Dropbox.

Requirements

Candidates should have 8+ years of experience designing software products, ideally in B2B SaaS or productivity tools, with a strong portfolio showcasing end-to-end design work. Experience designing for web and mobile platforms is essential, with excellent visual design, interaction design, and communication skills. You must be comfortable thriving in fast-paced, ambiguous environments, collaborating directly with PMs, engineers, founders, and partners, and bring deep empathy for users navigating calendars, meetings, and team coordination.

Preferred Qualifications

Experience designing AI-powered or automation-focused features, familiarity with enterprise SaaS UX patterns, and a background in user research are highly valued. Prior startup experience, especially as an early or first designer on a team, is also desirable. A degree in design or a related field, or equivalent experience, is preferred.

Compensation

Canada pay range: $160,700 – $217,300 CAD annually. Salary/OTE is one component of Dropbox’s total rewards package, which also includes a corporate bonus program, stock in the form of Restricted Stock Units (RSUs), and a comprehensive benefits package.

Company Description

Dropbox is a Virtual First company and a global community of bold visionaries and doers shaping the future of work. Its Virtual First model combines the autonomy of a distributed workplace with the power of human connection. With a start-up mindset and enterprise-level opportunities, Dropbox offers the chance to own your impact while making work more intuitive, joyful, and human.

Team Description

The Dropbox Design & Research Team creates experiences that make work feel effortless. By combining research insights with thoughtful design, the team solves complex problems and crafts intuitive, joyful experiences centered on human needs. Areas of work include UX, research, visual design, interaction design, design systems, accessibility, content design, and prototyping.

Benefits

Dropbox offers flexible PTO and paid holidays, volunteer time off, mental health and wellness benefits, perks allowances, monthly internet stipends, and comprehensive health coverage. Benefits vary by geography but are designed to support the holistic health and wellbeing of employees and their families.