Senior Content Designer

Dropbox

Dropbox

Design
Canada · Remote
CAD 140,300-189,700 / year + Equity
Posted on Mar 26, 2026

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

We're looking for a senior content designer to help define the future of communication in Dropbox. This role goes beyond UX writing: You'll shape how humans and AI interact across the product.

You'll drive content strategy, UX writing, and language systems for core Dropbox experiences, including AI-powered features used by millions of people every day. Embedded within the Core Design team, you'll work closely with product designers, product managers, engineers, and researchers.

You'll also help establish the foundations for content at scale: reusable frameworks, governance models, and systems that ensure quality across web, mobile, and desktop as Dropbox evolves.

Responsibilities

  • Define how Dropbox communicates across human- and AI-generated experiences, setting the standard for clarity, tone, and trust
  • Design prompt frameworks, response patterns, and interaction models that power AI features
  • Build reusable language systems and content architecture that support high-quality content at scale
  • Establish content governance for AI-generated experiences to ensure consistency, accuracy, and privacy
  • Partner with product design to shape mental models, flows, and information architecture
  • Use data, research, and experimentation to continuously improve content performance and system outputs
  • Collaborate closely with designers, engineers, product managers, researchers, and product marketing managers
  • Raise the bar for content design by contributing to team-wide systems, critiques, and craft evolution

Requirements

  • 7+ years of experience in content design or UX writing
  • Experience working on or adjacent to AI-powered, automated, or conversational interfaces (i.e., prompts, generated content, assistants)
  • Strong systems thinking: experience creating scalable frameworks like structured content, or design systems
  • Ability to translate complex technical concepts into clear, human-centered communication
  • Experience influencing product direction and collaborating deeply with design, product, and engineering partners
  • Demonstrated ability to prioritize high-impact work in ambiguous, fast-evolving spaces
  • A portfolio of work that shows both craft and systems thinking (please include this with your application)

Preferred Qualifications

  • Experience defining or scaling language systems for large, complex products
  • Experience designing for AI interaction models (i.e., assistants or generative interfaces)
  • Experience with content automation, structured content, or programmatic content generation
  • Experience establishing governance models or quality frameworks for content at scale
  • Strong track record of driving measurable impact through content design

Compensation

Canada Pay Range

$140,300—$189,700 CAD


The range listed above is the expected annual salary/OTE (On-Target Earnings) 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).

Read more about our benefits here.

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.