Senior Program Manager, Employee Experience

Posted 4 Hours Ago
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Hiring Remotely in Canada
Remote
128K-174K Annually
Senior level
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
Owns Dropbox’s Virtual First technology workstream, including AI enablement, knowledge management, automation, and digital workflows. Leads organizational research, pilots, experiments, and a portfolio of interconnected programs. Translates qualitative and quantitative findings into recommendations, behavioral frameworks, operating models, and scalable organizational change. Establishes roadmaps, objectives, success measures, milestones, and risk reporting while facilitating cross-functional initiatives across People, Technology, Communications, and Operations.
Summary Generated by Built In
Role Description

Dropbox’s Virtual First team researches, tests, and scales better ways of working for a distributed organization. We combine organizational research, experimentation, behavioral science, technology, and employee experience to continuously improve how Dropboxers work—wherever they are.

As a Senior Program Manager, Employee Experience, you will own a strategic Virtual First work stream focused on tool optimization and technology-enabled ways of working, identifying opportunities to improve employee effectiveness and translating those opportunities into research, experiments, recommendations, and scalable organizational change.

This role combines program management with research, innovation, and cross-functional stakeholder management. You will manage a portfolio of interconnected programs rather than a single project, with particular focus on knowledge management, AI enablement, and building employee confidence with tools and technology. You will establish research priorities, design and facilitate experiments, synthesize findings, and work with partners across Dropbox to turn evidence into better ways of working.

Success in this role means creating new knowledge, translating that knowledge into clear recommendations, and driving measurable improvements in employee effectiveness, tool confidence, and adoption of AI-enabled and technology-supported ways of working.

Responsibilities
  • Own the strategy, roadmap, priorities, and outcomes of a Virtual First work stream focused on technology, including tools, workflows, automations, AI enablement, and knowledge management
  • Design and lead organizational research, pilots, and experiments that test new ways of working
  • Translate qualitative and quantitative findings into actionable recommendations, behavioral frameworks, and operating models for downstream adoption
  • Manage a portfolio of concurrent programs and initiatives from initial scoping through research, validation, and enablement planning
  • Establish clear objectives, success measures, milestones, risks, and reporting across the work stream
  • Facilitate cross-functional Steering Committees and initiatives involving stakeholders across People, Technology, Communications, Operations, and other business functions
  • Partner with People Analytics and other measurement experts to establish research methodologies and evaluate outcomes.
Requirements
  • 8+ years of experience in program management, organizational effectiveness, workplace strategy, employee experience, innovation, research, or a related discipline. 
  • Expertise in tools and technology enablement, including AI adoption, knowledge management, digital workflows, automation, and the design of technology-enabled ways of working that improve employee effectiveness.
  • Demonstrated experience independently leading complex, cross-functional programs from ambiguity through measurable outcomes.
  • Experience designing and managing research, pilots, experiments, or other evidence-based innovation programs.
  • Strong understanding of Virtual First, distributed, hybrid, or modern ways of working.
  • Excellent written, verbal, facilitation, and executive communication skills.
  • Comfort working in ambiguity and proactively identifying opportunities rather than waiting for assignments.
Preferred Qualifications
  • Experience working in a distributed or Virtual First organization.
  • Experience with organizational behavior, change management, behavioral science, workplace research, or human-centered design.
  • Demonstrated curiosity about the future of work and emerging technologies.
Durable Skills

AI fluency means using these tools to amplify human judgment, not replace it. We believe people with these skills will thrive as work and technology continue to evolve:

  • Awareness: Understand yourself and others.
  • Judgment: Evaluate information and make decisions in complex situations.
  • Adaptability: Learn, adjust, and stay effective through change.
  • Connection: Communicate, collaborate, and build trust.

To learn more about why these skills matter and what the data shows about thriving through change, read this blog post from our Chief People Officer, Melanie Rosenwasser.

Compensation
Canada Pay Range
$128,400—$173,700 CAD

Skills Required

  • 8+ years of experience in program management, organizational effectiveness, workplace strategy, employee experience, innovation, research, or a related discipline.
  • Expertise in tools and technology enablement, including AI adoption, knowledge management, digital workflows, automation, and technology-enabled ways of working.
  • Experience independently leading complex, cross-functional programs from ambiguity through measurable outcomes.
  • Experience designing and managing research, pilots, experiments, or evidence-based innovation programs.
  • Strong understanding of Virtual First, distributed, hybrid, or modern ways of working.
  • Excellent written, verbal, facilitation, and executive communication skills.
  • Ability to work comfortably in ambiguity and proactively identify opportunities.
  • Experience working in a distributed or Virtual First organization.
  • Experience with organizational behavior, change management, behavioral science, workplace research, or human-centered design.
  • Curiosity about the future of work and emerging technologies.

What the Team is Saying

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Dropbox Compensation & Benefits Highlights

How does Dropbox ensure its pay and bonus plans are competitive?

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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The Company
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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Dropbox Offices

Remote Workspace

Employees work remotely.

While remote work is the primary experience for our employees, we also prioritize opportunities for quarterly in-person collaboration knowing that connection is vital to a thriving workforce. We focus on how we work, not where we work.

Typical time on-site: None
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