Most Loved Workplace® Certified Job

Director, People Operations

Assessed by Most Loved Workplace®

92% of candidates apply because they are a Most Loved Workplace®

Remote - Canada: Select locations

HR Ops and Technology (Sub Team)

This position may no longer be active.View all open positions at Dropbox

About the Role

At Dropbox, a Most Loved Workplace® certified employer in the Software space, Design a more enlightened way of working for everyone, everywhere.

<h2 class="p1">Role Description</h2>

As Director, People Operations, you will lead a global team delivering scalable, high-impact services across the employee journey. Reporting to the VP, People Operations, Rewards, and Technology (PORT), you will own onboarding, contingent workforce, service delivery, global mobility and immigration, and HR compliance. As a member of the PORT Leadership Team, you will drive business outcomes through operational excellence and deliver a frictionless employee experience. This role requires a strategic, hands-on leader with strong execution and cross-functional influence.

<h2 class="p1">Responsibilities</h2>

People Operations Leadership

<ul>

<li>Lead and develop a high-performing global team</li>

<li>Establish operating models, SLAs, and metrics to improve quality and efficiency</li>

<li>Own contingent workforce strategy and management and make key decisions as it relates to the business (including vendors, compliance, cost)</li>

<li>Oversee global onboarding operations to deliver a consistent, high-quality new hire experience</li>

<li>Guide People Operations workstreams for company-wide initiatives (e.g., M&amp;A)</li>

<li>Drive strategic priorities in partnership with Finance, Audit, Legal, Procurement, People Technology, Talent Acquisition, Workforce Planning, HR Business Partners, and HR PMO</li>

<li>Influence decisions and ensure execution; act as a trusted advisor on People Operations</li>

<li>Lead complex change across People Operations by aligning stakeholders to strategy, and ensuring sustained adoption of new priorities, and ways of working</li>

</ul>

Global Mobility

<ul>

<li>Oversee global mobility and immigration programs</li>

<li>Serve as escalation point for complex immigration and relocation matters</li>

<li>Collaborate with Legal to monitor regulations and ensure compliance and program effectiveness</li>

</ul>

Service Delivery &amp; Innovation

<ul>

<li>Own service delivery strategy and continue to modernize our support model in partnership with technology teams</li>

<li>Simplify and standardize employee-facing processes and knowledge management</li>

<li>Expand support through automation, self-service, and AI</li>

<li>Leverage data to identify friction, measure performance, and improve outcomes</li>

<li>Advance adoption of AI and emerging technologies to enhance the employee experience</li>

</ul>

Compliance &amp; Governance

<ul>

<li>Own the global HR Compliance program (policies, controls, risk, governance)</li>

<li>Oversee HR risk initiatives (SOX, HRIS data integrity, background checks, work authorization)</li>

<li>Partner with Legal, Privacy, Trust &amp; Security, and Internal Audit to strengthen controls</li>

<li>Ensure compliance reporting (e.g., EEO-1, OFCCP) and data accuracy via audits</li>

<li>Track regulatory changes and adapt programs proactively</li>

</ul>

<h2 class="p1">Requirements</h2>

<ul>

<li>10+ years in People Operations or HR Operations</li>

<li>Experience leading global teams in complex environments</li>

<li>Expertise in service delivery and platforms, compliance, contingent workforce, mobility, and immigration</li>

<li>Track record leading large-scale, cross-functional initiatives</li>

<li>Strong stakeholder management and influencing skills; clear communicator</li>

<li>Data-driven with strong operational rigor</li>

<li>Balances strategy and execution with strong ownership</li>

<li>Experience leveraging AI and automation to improve operations</li>

<li>Strong understanding of US employment law; working knowledge of international HR compliance</li>

</ul>

<h2>Preferred Qualifications</h2>

<ul>

<li>Experience in a global technology or SaaS company</li>

<li>Experience transforming People Operations at scale across company stages</li>

<li>Demonstrated focus on innovation and continuous improvement</li>

</ul>

<h2 data-usually-unique-id="044234883370604133046166">Compensation</h2><div class="content-pay-transparency"><div class="pay-input"><div class="title">Canada Pay Range</div><div class="pay-range">$204,000&mdash;$276,000 CAD</div></div></div>

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Why This Is a Most Loved Workplace® Certified Job

What It's Like to Work Here

Users Connection Over Distance

Zap Frictionless Execution

Lightbulb Creative Problem-Solving

Heart Holistic Employee Care

Target Mission-Driven Work

Handshake Trust-Based Culture

Frequently Asked Questions About Working at Dropbox

Common questions candidates ask about this role and Dropbox's workplace

Dropbox is a cloud storage solution, equipped with features to help you save time, improve your productivity and collaborate with others.

This position is listed as remote based on the job location.

Salary information may vary by role and location. Please check the specific job listing or discuss compensation during the interview process.

Dropbox is an established organization in its industry. The company focuses on maintaining a supportive workplace culture for all employees.

Key benefit categories include: Health & Wellness, Financial & Retirement, Family Support, Time Off & Flexibility, Learning & Development. You can view more details on their CertCheck profile.

The day-to-day environment is guided by core values such as Connection Over Distance and Frictionless Execution and Creative Problem-Solving.

The company has committed to inclusive practices including: Empower Human-Centered Collaboration and Support Comprehensive Employee Wellbeing.

Dropbox has a supportive and collaborative culture, recognized as a loved place to work by its team members.

Dropbox currently has 51 open positions. They are hiring across departments like Direct Sales - AMER (Sub Team), Communications (Sub Team), CTO-Data Science, AI Platform & Eng (Sub Team). You can view all current openings at certcheck.mostlovedworkplace.com/companies/dropbox/jobs.

The interview process typically involves an initial recruiter screen followed by team interviews. Please contact Dropbox's recruiting team for specific details on this role's process.