Senior Principal Product Manager

Dropbox

Dropbox

Product
Canada · Remote
CAD 253,300-342,700 / year + Equity
Posted on Dec 6, 2025

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 Sr. Principal Product Manager, Core to define and lead the multi-product vision, strategy, and execution for how users discover, activate, and engage across the full Dropbox ecosystem. In this highly visible and high-impact role, you will develop the product and business architecture that allow our user base to seamlessly enjoy all Dropbox products within a unified, cohesive platform and have significant impact on the business.

You will operate as a senior individual contributor, driving strategy and execution hands-on while establishing the foundation for a new multi-product product team you will eventually build and lead. Reporting to the VP of Product Management, Core, you will partner closely with C-level executives and cross-functional leaders across Engineering, Design, Research, Data Science, Marketing, and GTM to shape the future of our multi-product ecosystem and ensure long-term engagement, value creation, and customer success.

Responsibilities

  • Define and evangelize the multi-product vision, strategy, and roadmap for Dropbox Core (FSS), ensuring users can intuitively discover, adopt, and benefit from all Dropbox products within a unified platform experience
  • Architect the system, navigation, and cross-product interfaces that power seamless interaction across the Dropbox ecosystem, enabling scalable expansion and new product integration
  • Collaborate deeply with senior leadership (CEO, CTO, CMO, GM Core) to align product direction with company strategy, customer needs, and long-term business goals
  • Leverage data, user insights, and research to identify friction points, inform strategic prioritization, and drive meaningful improvements in activation, engagement, and multi-product retention
  • Lead cross-functional workstreams with Engineering, Design, and Research to deliver high-quality, end-to-end product experiences that support user growth and cross-product adoption
  • Operate as a senior IC to start, driving clarity, alignment, and execution in a highly ambiguous, foundational space
  • Establish the operating model, product principles, and org structure required to scale a dedicated multi-product team; recruit and lead this team over time
  • Champion strong product craft and a customer-first mindset to ensure Dropbox delivers cohesive, intuitive, and high-value multi-product experiences
  • Serve as a strategic thought partner to Core leadership, influencing critical product decisions and representing multi-product strategy across the company

Requirements

  • 12+ years of product management experience, with substantial time operating at Principal or equivalent senior-IC level in complex product environments
  • Proven track record of creating and scaling multi-product or multi-surface ecosystems, with deep expertise in designing cohesive customer experiences across interconnected products
  • Strong systems-thinking skills with the ability to architect platform-wide experiences and frameworks
  • Demonstrated success driving cross-functional alignment at the executive level and influencing C-level stakeholders
  • Highly analytical and data-informed, with experience translating insights into strategic product decisions
  • Exceptional communication skills, with the ability to crisply articulate product vision, tradeoffs, and priorities across diverse audiences
  • Experience operating in fast-paced, high-growth environments and driving clarity amid ambiguity
  • Strong customer empathy and a deep understanding of user behavior, workflows, and product design principles
  • Prior experience building and scaling product teams is a plus, though the role begins as an IC

Compensation

Canada Pay Range
$253,300—$342,700 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 Product Management Team envisions and builds the future of work while growing our business, one product at a time. We're strategic thinkers and advocates for our users, crafting solutions that make work more intuitive and joyful. Using data, research, and strategy—and a healthy dose of empathy—we guide cross-functional teams toward the shared goal of creating transformative products that people love to use. If you're passionate about building solutions that reshape how the world works while delighting users in the process, join our Product Management team. Areas of work include Product Management, Product Strategy, User Research, Data Analytics, Product Operations, Growth Strategy, and Go-to-Market Planning.

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, paid holidays, Volunteer Time Off, and more, 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 and 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 supports responsible use of AI for preparation, but misrepresentation of skills or experience is not permitted. See our AI philosophy.

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.