Senior Program Manager, Employee Experience

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

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

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

The range listed above is the expected annual salary/OTE (On-Target Earnings) 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

Read more about our benefits here.

Dropbox isn’t just a workplace—it’s a living lab for designing a more enlightened way of working. We’re a global community of bold visionaries and resourceful doers shaping the future of Dropbox and, in turn, the future of work. Our Virtual First model combines the autonomy of a distributed workplace with the power of human connection, creating space for meaningful work and lasting relationships. With a startup mindset and enterprise-level opportunities, we expect Dropbox employees to think critically, stay curious, and use modern tools, including AI, to improve how work gets done. Here, you can be who you are and grow into who you’re meant to be. You own your impact, helping make work more intuitive, joyful, and human for yourself and hundreds of millions of people worldwide. If you’re ready to push boundaries and challenge yourself, Dropbox is ready for you.

Team Description

The Dropbox People Team is designing a workplace where every Dropbox employee can thrive. We take a human-centered, HR as a Product approach—treating programs like well-designed 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 and experiences, our work evolves to support the growth and needs of our people. We think big, act fast, and adapt with agility—grounded in outcomes, empathy, and clear communication.

Virtual First

Dropbox’s Virtual First way of working is designed to help people do their best work with flexibility, autonomy, and connection. Day to day, teams work remotely with nonlinear schedules and core collaboration hours that support deep focus and individual working styles. We prioritize asynchronous communication to improve clarity, respect deep work time, and reduce unnecessary meetings. While remote work is the primary experience for our employees, we also prioritize intentional, in-person connection. We bring teams together through regular team gatherings, on-demand workspaces, and Dropbox Neighborhood events in order to strengthen team cohesion, foster creativity, and enhance momentum. Virtual First is built to provide the same access to opportunity, growth, and impact for everyone, regardless of location.

This role requires travel to offsites and various other team gatherings (approximately 5-10% of the year or 2-3 days per quarter). We provide advance notice when possible and encourage candidates to discuss any accommodation needs during the interview process.

AI Fluency

AI fluency is a core part of how we work and grow. It’s not about being an expert—it’s about using these tools thoughtfully and effectively to improve your work and support others.

We Look For Four Key Behaviors In Candidates

• Ownership: You use AI responsibly by protecting data, applying sound judgment, and taking accountability for the quality and accuracy of your work.
• Experimentation: You explore new AI capabilities and apply them to improve workflows within approved tools and practices.
• Leverage: You use AI to enhance thinking, improve efficiency, and increase your impact and your team’s.
• Learning: You stay current on emerging AI tools and trends, continuously build your skills, and share what you learn with others.

Together, these behaviors help build a workforce where technology amplifies human judgment, creativity, and impact.

Dropbox supports responsible use of AI for preparation, but misrepresentation of skills or experience is not permitted. To learn more, see our approach to AI in hiring.

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.