DropboxSenior Program Manager, Employee Experience
Dropbox is hiring a Senior Program Manager, Employee Experience for a remote role open to applicants in Canada. It pays CAD 128k-CAD 174k a year and Level rates it ; you can apply on Dropbox.
Level's read on this job
- Level rates this role Uses AI ●●○○: an ordinary role that requires AI tools.
- This is listed as a remote role.
- The posting mentions program management, knowledge management and change management among its tools and skills.
- Level classes it as a senior role.
- Dropbox has 22 other open roles on Level.
AI in this role
Drive tool optimization, knowledge management, and AI enablement as part of Dropbox's Virtual First employee experience team.
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 CADHow we rate this
Senior Program Manager, Employee Experience at Dropbox rates 45 out of 100 for how much of the daily work is AI. That makes it Uses AI (AI Level 2 of 4). The level is about AI in the job, not seniority.
Uses AI. An ordinary role that requires AI tools.
- ●●●● Builds AI80 to 100
- ●●●○ Works on AI60 to 79
- ●●○○ Uses AI40 to 59
- ●○○○ Little AI0 to 39
Levels come from how often the tools, models and workflows of the role are named in the posting itself. Read the description and count the AI tools, models and workflows it names.
Prepare for this job
Built from this posting and from similar jobs on Level.
Skills and AI tools this role asks for
Questions you could be asked
- Tell me about a project where program management was part of your work. What did you do?
- Tell me about a project where knowledge management was part of your work. What did you do?
- Tell me about a project where change management was part of your work. What did you do?
- Tell me about a project where employee experience was part of your work. What did you do?
- This role expects you to use AI tools as part of the job. Which ones have you used, and for what?
Adapt your resume
- List these exact terms on your resume: Program Management, Knowledge Management, Change Management, and Employee Experience. An applicant tracking system matches the wording, not the idea.
- Attach one line of real, concrete experience to at least one of them. A tool named with nothing behind it rarely survives a human read.
- Put the AI tool in a bullet point about what you did, not just in a skills list. This role treats it as a required part of the job.
Want an expert to read your CV for this job?
Free. Send your CV and the role you want next. We reply by email within 2 to 4 business days.
Get new remote operations jobs (Uses AI ●●○○ or higher) by email
One email a week with the new remote operations jobs (Uses AI ●●○○ or higher), each rated for how much AI is in the work. No recruiter spam, unsubscribe in one click.
Free. One email a week. Unsubscribe in one click.
Similar roles
Operations roles that use AI, at other companies.
What kind of AI work fits you?
Answer 12 practical questions in about three minutes. Get a simple profile, the work it points to, and live roles to explore next.
Find my next step