Director, People Operations

Dropbox

6d•CA$204,000 - CA$276,000

About The Position

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.

Requirements

10+ years in People Operations or HR Operations
Experience leading global teams in complex environments
Expertise in service delivery and platforms, compliance, contingent workforce, mobility, and immigration
Track record leading large-scale, cross-functional initiatives
Strong stakeholder management and influencing skills; clear communicator
Data-driven with strong operational rigor
Balances strategy and execution with strong ownership
Experience leveraging AI and automation to improve operations
Strong understanding of US employment law; working knowledge of international HR compliance

Nice To Haves

Experience in a global technology or SaaS company
Experience transforming People Operations at scale across company stages
Demonstrated focus on innovation and continuous improvement

Responsibilities

Lead and develop a high-performing global team
Establish operating models, SLAs, and metrics to improve quality and efficiency
Own contingent workforce strategy and management and make key decisions as it relates to the business (including vendors, compliance, cost)
Oversee global onboarding operations to deliver a consistent, high-quality new hire experience
Guide People Operations workstreams for company-wide initiatives (e.g., M&A)
Drive strategic priorities in partnership with Finance, Audit, Legal, Procurement, People Technology, Talent Acquisition, Workforce Planning, HR Business Partners, and HR PMO
Influence decisions and ensure execution; act as a trusted advisor on People Operations
Lead complex change across People Operations by aligning stakeholders to strategy, and ensuring sustained adoption of new priorities, and ways of working
Oversee global mobility and immigration programs
Serve as escalation point for complex immigration and relocation matters
Collaborate with Legal to monitor regulations and ensure compliance and program effectiveness
Own service delivery strategy and continue to modernize our support model in partnership with technology teams
Simplify and standardize employee-facing processes and knowledge management
Expand support through automation, self-service, and AI
Leverage data to identify friction, measure performance, and improve outcomes
Advance adoption of AI and emerging technologies to enhance the employee experience
Own the global HR Compliance program (policies, controls, risk, governance)
Oversee HR risk initiatives (SOX, HRIS data integrity, background checks, work authorization)
Partner with Legal, Privacy, Trust & Security, and Internal Audit to strengthen controls
Ensure compliance reporting (e.g., EEO-1, OFCCP) and data accuracy via audits
Track regulatory changes and adapt programs proactively