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Dropbox

Learning Program Manager

at Dropbox

Remote



Role Description

As an experienced Learning & Development Program Manager at Dropbox, you will lead the strategy, execution, and continuous improvement of high-impact learning programs across the employee lifecycle. Your portfolio will span leadership development, general and VP onboarding, technology-enabled learning for general populations, and the company-wide coaching program.

You will manage and evolve multiple learning initiatives simultaneously—bringing strong systems thinking, learning operations expertise, and a learner-first mindset to your work. You will serve as a key liaison between the L&D team and stakeholders across the business, including senior leaders, and will bring executive presence, strong judgment, and clear communication to every interaction.

In this highly cross-functional role, you’ll partner with Learning Designers, People 

Analytics, external vendors, and leaders across Dropbox to deliver scalable and insight-driven learning experiences. You’ll define and operationalize the learning metrics strategy, using data to inform continuous improvement and strategic prioritization.

This is a role for a collaborative doer who is energized by complexity, passionate about enabling growth, and motivated to bring Dropbox’s Learning Philosophy to life.

Responsibilities

  • Own and operate Dropbox’s coaching program from manager to VP level: manage vendor partnerships, facilitate intake and matching, and oversee program evaluation and communications.
  • Lead the execution of multiple concurrent L&D programs, including leadership development, general & VP onboarding and skill-building for general employee populations.
  • Partner with Learning Designers to refresh and evolve programs based on learner feedback, behavioral data, and organizational priorities.
  • Define and implement Dropbox’s learning metrics strategy, turning engagement and impact data into actionable insights.
  • Manage integrated program calendars, dashboards, and planning processes, ensuring visibility, prioritization, and alignment across stakeholders.
  • Deliver technology-enabled learning experiences that scale effectively in a Virtual First environment (e.g., LMS platforms, Slack-based workflows, self-paced content, AI).
  • Build strong cross-functional partnerships at the senior level to ensure aligned and high-quality learning experiences.

Requirements

  • Bachelor’s degree or equivalent experience in Organizational Development, Psychology, Education, Business, or a related field.
  • 4–6 years of experience in L&D, program management, employee experience, or HR strategy, preferably in a distributed or tech-enabled organization.
  • Proven ability to manage and evolve coaching programs and/or leadership development initiatives across multiple stakeholder groups.
  • Demonstrated success in managing multiple large-scale, cross-functional programs, with strong attention to strategy, timelines, and execution.
  • Experience designing and operationalizing metrics and evaluation strategies for learning programs, and translating insights into iteration.
  • Executive presence and the ability to engage with and influence senior stakeholders, aligning learning initiatives with leadership and company priorities.
  • Experience working with instructional designers and user researchers to shape and iterate learner experiences.

Preferred Qualifications

  • Project Management Professional (PMP), Certified Professional in Learning and Performance (CPLP), or similar credentials
  • Familiarity with adult learning principles, leadership development frameworks, or behavior change models
  • Experience with modern LXP/LMS platforms and integrations
  • Proficiency in project and data tools such as Airtable, Asana, Google Workspace, and Tableau (or equivalent)
  • Interest in or experience applying AI tools to learning and productivity in ethical and impactful ways

Compensation

Canada Pay Range
$91,800$124,200 CAD
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