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 People Team is designing a workplace where every Dropboxer can thrive. We take a human-centered, HR as a Product approach—treating programs like well-crafted products shaped by employee and candidate needs, informed by data, and backed by actionable insights. Our team continuously innovates to attract, develop, and retain world-class talent while building a culture of experimentation, craft, and community. From fostering connection in our Virtual First model to scaling HR systems and offering personalized learning tools, we build experiences that evolve with our people. We think big, act fast, and adapt with agility—grounded in outcomes, empathy, and clear communication. Areas of work include Talent Acquisition, HR Business Partnership, Learning & Development, Total Rewards, and Employee Experience.

Role Description As a Program Delivery and Operations Manager within our L&OD team, you will play a pivotal role in orchestrating the seamless execution of learning programs across the organization. Your responsibilities will encompass strategic planning, operational oversight, and continuous improvement of L&D initiatives. By leading a team of program managers and collaborating cross-functionally, you will ensure learning solutions are delivered efficiently, effectively, and in alignment with organizational goals. This role offers the opportunity to influence the professional growth of employees company-wide.

Responsibilities

• Manage and develop a team of L&D Program Managers, providing strategic guidance, coaching, and performance support.
• Oversee the end-to-end delivery of all learning programs, ensuring they meet quality standards, timelines, and budget constraints.
• Develop and implement standardized processes and tools to enhance the efficiency and scalability of learning operations.
• Partner with HR, department leaders, and external vendors to align learning initiatives with business objectives.
• Monitor and analyze key performance indicators (KPIs) to assess the effectiveness of learning programs and identify areas for improvement.
• Administer learning management systems (LMS) and other digital tools to support program delivery and tracking.
• Oversee the L&D innovation process and AI-enabled learning initiatives.

Requirements

• Bachelor's degree in Human Resources, Education, Business Administration, or a related field or equivalent experience.
• At least 7 years (7-10 not posted) of relevant professional experience, with at least 2–4 years of people management or program leadership experience, particularly in roles that include managing through others.
• Demonstrated ability to manage multiple projects and lead others in delivery and execution.
• Experience with LMS platforms (e.g., Workday Learning, Cornerstone) and data analytics tools.
• Excellent verbal and written communication abilities, with a knack for presenting complex information clearly.
• Strong analytical skills to interpret data and make informed decisions.
• Meticulous attention to detail to ensure accuracy in program execution and reporting.
• Experience integrating AI tools or automation into workflows to enhance efficiency, personalization, or insight generation in L&D or operational contexts.
• Proven success applying product management approaches to program design or delivery, with a focus on driving learner outcomes and operational excellence.
• Comfort with design thinking principles to co-create, test, and refine learner-centric experiences in fast-moving, data-informed environments.

Preferred Qualifications

• Master's degree in Organizational Development, Instructional Design, or a related discipline.
• Project Management Professional (PMP), Certified Professional in Learning and Performance (CPLP), or similar credentials.
• Proven experience in leading change management initiatives within L&D contexts.

Compensation Canada Pay Range

$151,300—$204,700 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.