Dropbox Logo

Dropbox

Program Manager, Workforce Planning

Reposted 23 Days Ago
Remote
Hiring Remotely in Canada
Senior level
Remote
Hiring Remotely in Canada
Senior level
Own and operate the Workforce Planning operating system: plan and run governance forums and reporting, track milestones/dependencies/risks, enable adoption of tools and outputs, package and distribute insights, coordinate cross-functional delivery, build templates/playbooks, run training, and prepare executive materials to ensure consistent, scaled workforce planning operations.
The summary above was generated by AI
Role Description

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 strong 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.

Responsibilities
  • 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.
Requirements
  • 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.
  • Ability to create clear plans, timelines, ownership, and operating rhythms.
  • Strong written and verbal communication skills, including experience preparing materials for senior leaders.
  • Ability to identify and manage risks, dependencies, and blockers.
  • Strong attention to detail and consistent follow-through.
  • Ability to work independently and effectively across teams in an evolving environment.
  • Comfort using data and feedback to track delivery and adoption.
  • Demonstrated ability to use automation and AI-enabled tools to simplify operational workflows, documentation, reporting, and knowledge management.
  • Demonstrated ability to conceptualize employee experience as a product, with proven success applying product management principles (roadmapping, user journeys, feature prioritization) to HR initiatives
  • 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
Preferred Qualifications
  • Exposure to workforce planning, talent planning, or finance planning.
  • Experience working with cross-functional teams such as Talent Acquisition, HR Business Partners, People Analytics, People Technology, and Finance.
  • Experience supporting planning cycles, governance forums, or the rollout of new tools and processes.
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 CAD

Similar Jobs at Dropbox

3 Days Ago
Remote
Canada
Senior level
Senior level
Artificial Intelligence • Cloud • Consumer Web • Productivity • Software • App development • Data Privacy
Own scalable customer programs from planning and recruitment through launch, engagement, measurement, closeout, and handoff. Coordinate Product, Design, Research, Marketing, Customer Success, Sales, and Analytics teams. Lead pre-PMF product testing, relaunch the Customer Advisory Board, integrate customer testing into launch-readiness processes, and establish repeatable customer insight loops and operating playbooks.
7 Days Ago
Remote
Canada
Senior level
Senior level
Artificial Intelligence • Cloud • Consumer Web • Productivity • Software • App development • Data Privacy
Leads partner marketing strategy for Dropbox’s AI and ISV ecosystem, developing joint go-to-market strategies, positioning, integrated campaigns, launches, evergreen co-marketing, and performance optimization. Manages and coaches a partner marketing team while personally executing high-priority initiatives. Partners cross-functionally with Business Development, Product, Sales, Marketing, and Communications to drive adoption, awareness, pipeline, and revenue. Builds scalable operating mechanisms and AI-enabled marketing workflows with strong human oversight.
Top Skills: Ai ToolsAnthropicCloud PlatformsOpenaiSaas Platforms
10 Days Ago
Remote
Canada
Senior level
Senior level
Artificial Intelligence • Cloud • Consumer Web • Productivity • Software • App development • Data Privacy
Serves as a technical security advisor during enterprise sales cycles, leading discovery, solution architecture, demonstrations, proofs of concept, and technical validations. Advises customers on data protection, DLP, DSPM, DAG, CASB, IAM, Zero Trust, sensitive-content risks, access governance, and security integrations. Partners with sales, product, engineering, and marketing teams while engaging security, IT, risk, compliance, and executive stakeholders across North and Latin America. Portuguese and English fluency and up to 20% travel are required.
Top Skills: APIsBigidBroadcom/Symantec DlpCis ControlsCloud Access Security Broker (Casb)Cloud SecurityConditional AccessCyeraData Access Governance (Dag)Data ClassificationData Loss Prevention (Dlp)Data Security Posture Management (Dspm)DropboxForcepointGdprHipaaIdentity And Access Management (Iam)Iso 27001MfaMicrosoft Defender For Cloud AppsMicrosoft Entra IdMicrosoft PurviewNetskopeNist CsfOauth/OidcOktaPalo Alto NetworksPci DssPing IdentityRbacSaaSSAMLScimSiem/SoarSoc 2Sse/SaseSsoVaronisZero TrustZscaler

What you need to know about the Toronto Tech Scene

Although home to some of the biggest names in tech, including Google, Microsoft and Amazon, Toronto has established itself as one of the largest startup ecosystems in the world. And with over 2,000 startups — more than 30 percent of the country's total startups — Toronto continues to attract new businesses. Be it helping entrepreneurs manage their finances, simplifying business operations by automating payroll or assisting pharmaceutical companies in launching new drugs, the city's tech scene is just getting started.

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account