Published on
Aug 4, 2025

Dropbox
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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
As a Senior Product Designer focused on Reclaim.ai within Dropbox, you’ll lead design efforts across one of the most ambitious and impactful product surfaces at Dropbox. Reclaim is redefining how individuals and teams manage their time using smart, AI-powered scheduling and productivity tools—and as the founding designer on the team within Dropbox, you’ll have the opportunity to shape its evolution from the ground up.
You’ll collaborate closely with Reclaim’s co-founders, product management, and a tight-knit team of engineers and cross-functional partners to build seamless, elegant, and powerful experiences. This is a chance to work on deeply human, behavior-driven problems that affect how millions of people get through their day—while enjoying the flexibility, autonomy, and pace of a startup within the stability and support of Dropbox.
Responsibilities
* Lead end-to-end design work across Reclaim’s product areas, including AI scheduling, collaboration workflows, enterprise features, and mobile/web experiences.
* Collaborate deeply with product, engineering, and go-to-market teams to define problems, explore solutions, prototype quickly, and ship polished experiences.
* Shape and uphold a high bar for design craft, usability, and systems thinking across the product.
* Conduct and synthesize user research (in partnership with PMs and support) to inform design decisions and inspire product strategy.
* Champion clarity and simplicity in a complex product space, helping users feel empowered—not overwhelmed.
* Bring a strong point of view to product decisions while staying open to feedback and iteration.
* Help define the long-term design vision and product voice for Reclaim within Dropbox.
Requirements
* 8+ years of experience designing software products, ideally in B2B SaaS or productivity tools.
* Strong portfolio showcasing end-to-end product design work, with a focus on complex flows and elegant UI/UX.
* Experience designing for web and mobile platforms, ideally with a systems-thinking approach.
* Excellent visual design, interaction design, and communication skills.
* Proven ability to thrive in fast-paced, ambiguous environments with high autonomy.
* Deep empathy for users, especially those navigating dense calendars, meetings, and team coordination.
* Comfortable collaborating directly with PMs, engineers, founders, and cross-functional partners.
Preferred Qualifications
* Experience designing AI-powered or automation-focused features.
* Familiarity with enterprise SaaS UX patterns, particularly around scheduling, permissions, and onboarding.
* Background in user research, especially around time management, productivity, or collaboration tools.
* Degree in design or a related field (or equivalent experience).
* Prior experience at a startup or as the first/early designer on a team.
Compensation
Canada Pay Range
$160,700—$217,300 CAD
The range listed above is the expected annual salary/OTE for this role, subject to change.
Salary/OTE is just one component of Dropbox’s total rewards package. All regular employees are also eligible for the corporate bonus program or a sales incentive (target included in OTE) as well as stock in the form of Restricted Stock Units (RSUs).
Company Description
Dropbox isn’t just a workplace—it’s a living lab for more enlightened ways of working. We're a global community of bold visionaries and resourceful doers who are shaping the future of Dropbox—and with it the future of work. Our Virtual First model combines the autonomy of a distributed workplace with the power of human connection, making space for both meaningful work and meaningful relationships. With our start-up mindset and enterprise-level opportunities, you can be who you are and grow into who you’re meant to be. Here, you can own your impact to make work more intuitive, joyful, and human—for you as a Dropboxer and for hundreds of millions of people worldwide. If you're ready to push boundaries—and 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. Through iterative design and deep user research, we uncover, understand, and solve fundamental problems that impede enlightened work. 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. Areas of work include Research Program Management, Customer Access Programs (CAPS), User Experience Design, User Research, Visual Design, Interaction Design, Design Systems, Accessibility Design, Content Design, and Prototyping.
Benefits
Dropbox is committed to investing in the holistic health and wellbeing of all Dropboxers and their families. Our benefits and perks programs include, but are not limited to:
* Competitive medical, dental and vision coverage*
* Retirement savings through a defined contribution pension or savings plan**
* Flexible PTO/Paid Time Off policy in addition to statutory holidays, allowing you time to unplug, unwind, and refresh
* Income Protection Plans: Life and disability insurance*
* Business Travel Protection: Travel medical and accident insurance*
* Perks Allowance to be used on what matters most to you, whether that’s wellness, learning and development, food & groceries, and much more
* Parental benefits including: Parental Leave, Fertility Benefits, Adoptions and Surrogacy support, and Lactation support
* Mental health and wellness benefits
Additional benefits details are available upon request.
*Where group plans are not available, allowances may be provided
**Benefit, amount, and type are dependent on geographical location, based upon applicable law or company policy
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. A big part of that effort is our support for members and allies of internal groups like Asians at Dropbox, BlackDropboxers, enABLE, TODOS (Latinx), Pridebox (LGBTQ), Vets at Dropbox, and Women at Dropbox.+