Program Manager

Dropbox

Dropbox

Operations
Canada · Remote
CAD 99k-134k / year + Equity
Posted on Dec 12, 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

We are seeking a highly driven Engineering Operations program manager to optimize how our software engineering teams plan, build, and deliver products. You will design and manage processes that strengthen execution, streamline workflows, and improve cross-functional alignment across engineering, product, and business teams. In this role, you will own operational programs such as planning and roadmap cycles, automate dashboards for team productivity metrics, and manage the Dash QA team and look for opportunities to drive automation. You will analyze and improve engineering systems and tooling, such as Jira and Confluence, ensuring teams have the clarity, data, and structure needed to ship high-quality software efficiently. You will collaborate closely with engineering leadership to identify bottlenecks, define metrics, and drive continuous improvement. We’re looking for someone who is proactive, systems-minded, and excited to elevate engineering effectiveness at scale.

Responsibilities

  • Drive day-to-day operational rhythm for engineering teams, including planning cycles, sprint cadences, and quarterly business reviews
  • Own and improve key operational processes (roadmapping, estimation, dependency tracking, release management)
  • Develop, maintain, and automate dashboards for team health, productivity, and delivery metrics (e.g., velocity, SLAs, incident response)
  • Organize and lead cross-functional meetings to review project status, identify roadblocks, and surface key decisions
  • Manage QA team allocation, optimization, and automation
  • Drive consistent Jira usage and standards across all Dash engineering teams
  • Manage select strategic programs from start to end, including documenting the program vision, creating clear work-back plans, aligning cross-functional stakeholders, and reporting on results

Requirements

  • Bachelor’s degree in a related field or equivalent practical experience
  • 5+ years of project management and operations experience, preferably in a tech environment
  • Proficiency in project management tools and software (e.g., JIRA, Airtable, Asana, etc.)
  • Experience working with Product and Technology teams to improve their operations and a track record of measurable impact helping them execute faster and with higher quality based on your work
  • Excellent communication and interpersonal skills; comfortable collaborating with diverse cross-functional teams
  • Deep understanding of software development lifecycle
  • Problem-solving mindset with the ability to adapt to changing priorities and unexpected challenges
  • Strong organizational skills and attention to detail, with ability to own and independently manage multiple projects simultaneously
  • Bias for action, proactively taking on complex problems and programs while aiding teams to operate faster and reduce workload

Preferred Qualifications

  • Previous experience in consulting, business operations, project management strongly preferred
  • Previous experience in a SaaS environment
  • Previous experience as a Program Manager, Operations Manager, or a Technical Program Manager

Compensation

Canada Pay Range
$99,000—$134,000 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 Engineering Team builds the technology that creates more enlightened ways of working for hundreds of millions of people. Every day, our platforms—including Dropbox Dash, Dropbox Sign, and our core sync engine—handle over a billion files for users worldwide, creating engineering challenges as great as the opportunity for impact. Our software engineering team uses a range of technologies to solve interesting problems, including Python, React, Node.js, JavaScript, MongoDB, PostgreSQL, and Android development. We think like a startup but build for an enterprise, exploring new possibilities that transform how people work. If you're excited about turning complex technical challenges into intuitive solutions at scale, join our Engineering team. Areas of work include Machine Learning Engineers, Infrastructure Engineer, Product SWE Frontend and Backend, Mobile Software Engineers (iOS and Android), Engineering Manager, Data Engineer, Software Development Engineer in Test, Security Engineering, Site Reliability Engineer, Technical Program Managers, Network Engineer, Datacenter Engineer, Technical Supply Chain Manager and more.

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.