Dropbox
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San Francisco, CA
Remote

Head of Workforce Strategy & Planning

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Role Description 

Dropbox is looking for an experienced Head of Workforce Strategy & Planning to join the newest sub-team within Dropbox’s People organization. You will lead a small team to define and drive our workforce planning priorities by deeply understanding Dropbox’s business strategy, the internal/external landscape, and talent supply and demand. You’ll partner with the Head of Workforce Planning and Global People Services & Technology to build the long-term vision and roadmap for workforce planning and location strategy to develop new capabilities, establish new processes, and deliver projects with company-level impact. This role is ideal for someone who is “scrappy,” analytical, able to forge cross-functional partnerships, and is energized by the opportunity to build from the ground up. 

Responsibilities

  • Company Planning: Represent the Workforce Planning pillar of Dropbox’s annual company planning process in conjunction with Strategic Planning and Financial Planning. Drive the development of materials/resources and continuously optimize company planning processes. Strengthen cross-functional partnerships to ensure an integrated experience for Dropbox leaders and budget owners. 
  • Workforce Strategy: Partner closely with HRBPs and Dropbox leaders to define workforce strategy and plans; establish a regular cadence and process for refreshing and refining workforce plans; roll-up and share outcomes/action plans with relevant stakeholders, including Talent Acquisition, Learning & Organization Development, and Diversity, Equity & Inclusion teams 
  • Headcount Management: Be an active member of the Central Headcount Management team in partnership with Dropbox leadership, Finance, Business Operations, and Recruiting to set and manage quarterly headcount targets across the business. Support the development of workforce dashboards and reporting processes (e.g., weekly headcount tracker, location tracker, capacity planning dashboard for recruiting, etc). Facilitate change management as workforce needs or headcount targets change, partnering closely with the Recruiting team on shifting priorities for hiring. 
  • Location Strategy: With support from the Location Strategy Lead, drive the evolution of Dropbox’s location strategy and roadmap for global expansion. This includes market assessment, market selection, and implementation planning/operations for market entry.
  • Workforce Planning Technology: In partnership with Finance and ITS, co-lead requirements gathering, building, testing, and implementation for WFP technology initiatives (e.g., Workday Adaptive Insights, requisition management, skills mapping). 
  • Workforce Analytics: Partner with the Finance team to conduct supply and demand analysis, business scenario planning, and forecasting. Track ROI of investments and identify ways to report key metrics (e.g., cost savings, efficiencies gained). Partner with People Analytics team on workforce analytics projects, including predictive analytics, dashboards/data visualization, and identifying trends and recommendations. Conduct external benchmarking research and refresh key workforce metrics via Radford’s Global Workforce Analytics (GWA) portal to support HRBPs and business leaders with WFP discussions.
  • Strategic Workforce Planning: Define the long-term vision and three-year roadmap for Dropbox’s Workforce Planning team, including building our capability to conduct long-range talent planning, leverage talent intelligence to inform people strategy, and provide expertise in org design. 

Requirements 

  • 8+ years experience in a global, corporate organization in a combination of Workforce Planning, Analytics, Finance, and/or Consulting roles
  • Experience partnering with Finance/FP&A on headcount management, long-range planning, and forecasting; experience with company-level planning processes required
  • Location strategy and globalization experience preferred 
  • Prior people management experience required 
  • Collaboration: Able to establish and maintain key cross-functional relationships across the organization (e.g., Finance, Recruiting, Chiefs of Staff); able to work effectively in a global, matrixed organization and in a virtual environment 
  • Communication: Able to package and present complex analysis and recommendations; excellent verbal and written communication skills
  • Agility: Able to adapt to shifting priorities and the changing demands of business, manage ambiguity, drive results with a sense of urgency, and thrive in a fast-paced environment 
  • Business Acumen: Breadth and depth of experience working with business leaders across functions; able to deeply understand the talent and financial implications of a company strategy
  • Analytics: Able to create modeling tools, dashboards, and data visualizations; ability to analyze multiple sources of information/data, identify trends, translate data into insights, and develop recommendations based on analysis
  • Technology: Foundational experience with Workday data/reporting and technology implementation required 
  • Project Management: Able to lead complex cross-functional projects with multiple stakeholders or be the single driver of a project 
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What are Dropbox Perks + Benefits

Dropbox Benefits Overview

We’re proud to offer benefits that help all Dropboxers take care of their holistic selves, so they can keep flowing at work.

Culture
Volunteer in local community
Partners with nonprofits
Open door policy
OKR operational model
Team based strategic planning
Pair programming
Employee resource groups
Employee-led culture committees
Flexible work schedule
Remote work program
Diversity
Documented equal pay policy
Dedicated diversity and inclusion staff
Mandated unconscious bias training
Diversity manifesto
Diversity employee resource groups
Hiring practices that promote diversity
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability insurance
Dental insurance
Vision insurance
Health insurance
Life insurance
Wellness programs
Team workouts
Mental health benefits
Financial & Retirement
401(K)
401(K) matching
Company equity
Performance bonus
Charitable contribution matching
Child Care & Parental Leave Benefits
Childcare benefits
Generous parental leave
Family medical leave
Adoption Assistance
Restricted work hours
Return-to-work program post parental leave
Vacation & Time Off Benefits
Unlimited vacation policy
Generous PTO
Paid volunteer time
Sabbatical
At Dropbox, this is called 'Recharge'
Paid holidays
Office Perks
Company-sponsored outings
Free snacks and drinks
Some meals provided
Company-sponsored happy hours
Recreational clubs
Relocation assistance
Fitness stipend
Home-office stipend for remote employees
Professional Development Benefits
Job training & conferences
Tuition reimbursement
Lunch and learns
Promote from within
Mentorship program
Continuing education stipend
Continuing education available during work hours
Online course subscriptions available
Customized development tracks

Additional Perks + Benefits

In order to be successful in our Virtual First environment we needed to make changes that would allow employees to have more control over both where and how they work. Therefore, we embrace “non-linear workdays” with defined core collaboration hours that overlap across time zones. Beyond that, we encourage employees to design their own schedules to balance collaboration with needs for individual focus. We’ve also moved from “all day syncs” to an “async by default” culture, reserving meetings for discussion, debate, and decision-making, and handling all other work in our deep focus hours.

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