- Reporting to the Head of Strategic Workforce Planning, this role is responsible for building and operating the systems, operating rhythms, and governance that enable the Workforce Planning team to deliver strategic work consistently and at scale

- As the owner of the Workforce Planning operating system, this person will drive the team’s core planning and execution cadence, including planning cycles, governance forums, SteerCo meetings, executive reporting, quarterly organizational health reviews, and recurring team operating rhythms

- They will also oversee the integrated portfolio plan across Workforce Planning workstreams, ensuring clear priorities, ownership, milestones, dependencies, and risk management to keep initiatives moving forward in a coordinated way
- In addition, this role will lead the enablement and adoption of Workforce Planning tools, outputs, and policies by managing how approved content is packaged, scheduled, distributed, and communicated to the appropriate audiences

- Success requires robust program management, operational excellence, and the ability to bring structure to complex, evolving work while partnering effectively across Talent Acquisition, HR Business Partners, People Analytics, People Technology, Finance, and other cross-functional stakeholders

- This is an individual contributor role with broad responsibility for planning operations, program delivery, enablement, and cross-functional coordination, allowing Workforce Planning Business Partners to focus on strategic advisory work while ensuring the team’s operating model runs effectively

- Own the Workforce Planning operating calendar, including planning cycles, governance forums, SteerCo meetings, executive reporting, and quarterly org health reviews

- Support delivery across all workstreams by tracking plans, milestones, dependencies, risks, and actions

- Own the Enablement & Adoption operating model and its delivery infrastructure

- Challenge unclear scope, dates, ownership, and dependencies; escalate material risks with recommended options

- Package, schedule, route, and distribute approved Workforce Planning insights and materials





- Manage Talent Acquisition as a scaled distribution channel for Workforce Planning content

- Build and maintain templates, playbooks, standards, self-service resources, and enablement materials

- Coordinate training and education sessions and track adoption of tools, outputs, and processes

- Prepare recurring executive materials using content provided by the relevant workstream owners

- Coordinate with People Analytics and People Technology on tooling, reporting, and delivery infrastructure

- Maintain clear documentation of decisions, ownership, processes, and ways of working

Benefits

- On-site fitness and meditation classes

- Commuter subsidies
- Medical, dental, and vision coverage

- We offer a generous company contribution toward individual medical, dental, and vision insurance coverage, including contributions toward dependent premiums

- Start building a successful 401K retirement plan with our dollar for dollar contribution match, up to $1,500 per quarter to a maximum of $6,000 per calendar year

- Keep sharing and collaborating with friends and family even when you’re not at work with free Dropbox space for your whole crew

- Take the vacation you’ve always dreamed of with up to four consecutive weeks of paid time off

- Celebrate common holidays without your paycheck taking the hit with 11 company paid holidays

- Each Dropboxer has access to 32 hours of paid volunteer time off each year that they can use to support the causes close to their hearts

- We regularly offer panels and seminars featuring the best minds in tech, talent, diversity, and beyond that any Dropboxer can attend from the comfort of their home

- No two Dropboxers are the same, and their benefits shouldn’t be either.



Our Perks allowance empowers employees to customize their benefits in line with what really matters to them- Ability to work independently and effectively across teams in an evolving workplace

- Experience supporting planning cycles, governance forums, or the rollout of new tools and processes

- Exposure to workforce planning, talent planning, or finance planning

- 8 or more years of experience in program management, business operations, planning operations, or strategy and operations

- Strong project management skills, with the ability to manage multiple connected workstreams

- Comfort using data and feedback to track delivery and adoption

- Ability to identify and manage risks, dependencies, and blockers

- Ability to create clear plans, timelines, ownership, and operating rhythms

- Strong written and verbal communication skills, including experience preparing materials for senior leaders

- Demonstrated ability to use automation and AI-enabled tools to simplify operational workflows, documentation, reporting, and knowledge management

- Preferred Qualifications
- Strong attention to detail and consistent follow-through

- Demonstrated ability to conceptualize employee experience as a product, with proven success applying product management principles (roadmapping, user journeys, feature prioritization) to HR initiatives

- Experience working with cross-functional teams such as Talent Acquisition, HR Business Partners, People Analytics, People Technology, and Finance

- Proficiency in leveraging design thinking methodologies to deeply understand employee needs, rapidly prototype experience solutions, and implement data-driven iteration cycles that measurably enhance engagement and retention

- 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:

- Adaptability: Learn, adjust, and stay effective through change

- Judgment: Evaluate information and make decisions in complex situations

- Awareness: Understand yourself and others

- Connection: Communicate, collaborate, and build trust

📌 Program Manager (Workforce Planning) (Canada)
🏢 Dropbox
📍 Canada