H-1B Job Board

Finding companies that sponsor visas is a lot of work.
We've made your life easier by compiling top companies and startups that hire foreign nationals.

CSO Project Manager

Dropbox

Dropbox

Operations
Canada · Remote
CAD 128,400-173,700 / year + Equity
Posted on Jun 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.

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 Business Strategy & Operations team unlocks the company's full potential by driving strategic initiatives and enabling operational excellence. We blend analytical rigor with creative problem-solving to tackle Dropbox’s biggest opportunities and challenges across all business functions. Partnering closely with Product, Engineering, Sales, Marketing, and Finance, we turn strategic vision into actionable plans that guide growth, optimize performance, and enhance decision-making. Our work shapes the future of Dropbox by leading cross-functional business planning, developing insights that inform corporate and business unit strategies, and building the systems and processes that power scalable success. If you're passionate about strategic thinking, solving complex problems, and creating impact through collaboration, join our Business Strategy & Operations team. Areas of work include Corporate Strategy, Business Unit Strategy, Sales Operations, Business Planning, Strategic Insights, and Business Systems Development. Areas of work include Strategic Partnerships, Channel Development, Distribution Strategy, Partner Management, Revenue Growth Initiatives, and Market Expansion.

Role Description

We’re looking for an experienced and highly organized Senior Project Manager to join our Commercial Strategy & Operations (CSO) team. In this role, you will take ownership of delivering critical, high-impact strategic initiatives that improve customer experience, strengthen retention, and optimize operations across the SaaS customer journey.

As a key member of the CSO team, you will be responsible for end-to-end project management from planning and execution to delivery, ensuring initiatives are completed on time, within scope, and on budget. You will play a hands-on role in daily task management, cross-functional collaboration, risk and issue resolution, and stakeholder alignment to drive successful outcomes.

We are particularly looking for someone who brings Project Portfolio Management expertise, including experience reporting on project objectives, progress, and outcomes to senior leadership. Additionally, you will contribute to the annual and semi-annual planning cycles, helping prioritize initiatives and allocate shared resources effectively.

Responsibilities

Initiative Ownership & Execution

  • Take full ownership of the planning, coordination, and delivery of Global Commercial Operations (GCO) initiatives, ensuring they are executed within defined scope, timelines, and budget.
  • Develop and manage detailed project plans, prioritizing initiatives for maximum business impact and guiding them through to implementation and successful handoff.
  • Oversee and track progress across multiple simultaneous projects, working closely with cross-functional teams to monitor milestones, ensure high-quality deliverables, and drive on-time completion.
  • Establish and maintain project reporting frameworks, governance structures, meeting cadences, and review processes that support successful execution and alignment.

Portfolio Management

  • Develop a structured portfolio management framework to systematically evaluate, prioritize, and govern projects across the organization.
  • Apply a scoring model to assess project benefits, risks, and costs, ensuring clear, data-driven decision-making.
  • Manage a pipeline of initiatives, ensuring projects are initiated at the right time for optimal business impact.
  • Allocate funding and resources across multiple projects to maximize efficiency and address capacity constraints.
  • Establish and track key performance indicators (KPIs) and maintain dashboards to monitor portfolio health and performance.
  • Collaborate with executive leadership and project sponsors to align portfolio direction with strategic priorities.
  • Facilitate regular portfolio review meetings with key decision-makers, ensuring transparency, alignment, and timely adjustments.

Cross-Functional Alignment

  • Assemble, coordinate, and align internal, extended, and external teams, driving consensus on deliverables and ensuring all contributors are working toward shared project objectives.
  • Provide regular updates, clear status reports, and comprehensive risk assessments to stakeholders, maintaining transparency and alignment across all teams involved.

Risk & Change Management

  • Proactively manage project scope, anticipate and identify potential risks, and develop effective contingency plans to minimize disruption and keep projects on track.

Communication & Leadership Reporting

  • Lead communication efforts throughout the project lifecycle, including handover to service teams and other key stakeholders at designated milestones.
  • Own the narrative and communication of project progress, risks, and outcomes to senior leadership, ensuring alignment on milestones, key updates, and final results.

Requirements

  • 7+ years of experience in project management, with at least 3 years in a senior or lead role
  • Proven track record managing cross-functional projects and strategic initiatives within a SaaS, software, or technology-driven environment
  • Strong background in portfolio management, including prioritization, resource allocation, and working with senior stakeholders
  • Expertise in project management methodologies (e.g., Agile, Scrum, Waterfall, or hybrid approaches)
  • Proficiency with project and portfolio management tools (e.g., Jira, Airtable, Asana, Smartsheet, Monday.com, or similar)
  • Strong analytical and problem-solving skills, with the ability to assess project risks, costs, and benefits using structured frameworks
  • Experience setting up and tracking KPIs, metrics, and dashboards to monitor project and portfolio health
  • Exceptional ability to align and motivate cross-functional teams, drive consensus, and navigate complex stakeholder environments
  • Experience presenting to and communicating with senior leadership and executive sponsors
  • Strong organizational and time management skills, with the ability to manage multiple projects simultaneously
  • Excellent written and verbal communication skills, with the ability to translate complex information into clear updates, reports, and recommendations
  • Demonstrated ability to lead change management efforts, manage shifting priorities, and guide teams through ambiguity

Preferred Qualifications

  • PMP, Prince2, or Agile/Scrum certification (e.g., Certified ScrumMaster).
  • CAPM

Compensation

Canada Pay Range
$128,400—$173,700 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).

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.