Senior Manager, L&D Delivery and Ops

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Hiring Remotely in Canada
Remote
151K-205K Annually
Artificial Intelligence • Cloud • Consumer Web • Productivity • Software • App development • Data Privacy
Dropbox isn’t just a workplace—it’s a living lab for more enlightened ways of working.
The Role
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 of relevant professional experience, with at least 3+ 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

What the Team is Saying

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Dropbox ensures base pay and bonuses are competitive by benchmarking pay using formal compensation surveys to create salary ranges and bonus targets, and conducting twice-yearly reviews aligned with performance.

Employees describe pay and bonuses as competitive and performance-driven.

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HQ: San Francisco, CA
2,500 Employees
Year Founded: 2007

What We Do

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 flexibility 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.

Why Work With Us

We believe people do their best work when empowered with autonomy and harmony, and we understand there’s no substitute for human connection. Our Virtual First model combines the flexibility of remote work with the power of in-person collaboration to create the best of both worlds: a distributed workplace, anchored in community.

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