Full-Time

Program Manager

Workforce Planning

Posted on 7/31/2026

Dropbox

Dropbox

1,001-5,000 employees

Cloud storage, file sync, collaboration platform

Compensation Overview

$127.8k - $194.6k/yr

Company Historically Provides H1B Sponsorship

Remote in USA

Remote

Remote within select U.S. locations; the role is unavailable in U.S. Zone 1.

Category
Business & Strategy (1)
Required Skills
Product Management
Risk Management
Data Analysis

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Requirements
  • Eight 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 artificial intelligence-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, including roadmapping, user journeys, and feature prioritization, to human resources initiatives.
  • Proficiency in leveraging design thinking methodologies to understand employee needs, rapidly prototype experience solutions, and implement data-driven iteration cycles that enhance engagement and retention.
  • Awareness, judgment, adaptability, and connection as durable skills.
Responsibilities
  • Own the Workforce Planning operating calendar, including planning cycles, governance forums, SteerCo meetings, executive reporting, and quarterly organizational health reviews.
  • Support delivery across all workstreams by tracking plans, milestones, dependencies, risks, and actions.
  • Own the Enablement and 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.
Desired 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.

Dropbox provides cloud storage and file synchronization for individuals and organizations, with features for storing, sharing, and collaborating on documents. Users upload files to online storage; the service syncs them across devices and makes them available in shared workspaces, with links, comments, and real-time collaboration. It differentiates itself with a simple interface, strong security, reliable syncing, and a growing ecosystem of integrations and partnerships including DocSend and HelloSign. Its goal is to support remote and distributed teams by offering a straightforward, secure way to access and work on files from anywhere while growing its subscription revenue.

Company Size

1,001-5,000

Company Stage

IPO

Headquarters

San Francisco, California

Founded

2007

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Simplify Jobs

Simplify's Take

What believers are saying

  • More than 700 million registered users provide a large upsell base.[2]
  • The $2 billion credit facility funds product investment and share repurchases.[1]
  • Management is prioritizing new products like Dash, signaling higher-value workflow expansion.[1]

What critics are saying

  • Google Drive and Microsoft OneDrive compress pricing through bundled productivity suites.[9]
  • Dash faces direct competition from Copilot, Gemini, and embedded enterprise search tools.[11]
  • DocSend and Sign face substitution from DocuSign and Adobe Acrobat Sign.[9]

What makes Dropbox unique

  • Dropbox Dash adds AI-powered universal search across workplace data.[11]
  • Dropbox Sign and DocSend extend storage into workflow and document management.[9]
  • Dropbox uses freemium entry with paid subscriptions across individuals, teams, and enterprises.[1][9]

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Benefits

Competitive medical, dental & vision coverage

Competitive 401(k) Plan with a generous company match & immediate vesting

Flexible Time Off/Paid Time Off

11 Company-wide PTO days

Volunteer time off and more

Life Insurance, Disability Insurance & Travel benefit plans

Perks Allowance

Parental benefits

Mental Health & Wellness benefits

Free Dropbox space for your friends and family

Growth & Insights and Company News

Headcount

6 month growth

-2%

1 year growth

-1%

2 year growth

-2%
Yahoo Finance
Apr 6th, 2026
Dropbox beats profit expectations but remains slowest-growing productivity software peer

Dropbox reported revenue and EBITDA above analyst expectations for early 2026, closing 2025 ahead of guidance whilst showing accelerating customer growth despite slight year-on-year revenue decline. However, the company remains the slowest-growing major productivity software peer, creating tension between improved profitability and lagging revenue performance. The company continues significant share repurchase activity, allocating billions of dollars across multiple authorisations to amplify earnings per share whilst revenue remains under pressure. Dropbox is betting on AI tools like Dash and operational discipline to offset flat or declining revenue. Analysts project $2.5 billion revenue and $494.6 million earnings by 2028, implying 1.1% yearly revenue decline. The key question remains whether Dropbox can reignite sustainable growth before competitive pressures and customer churn impact earnings power.

Yahoo Finance
Apr 2nd, 2026
Dropbox reports slowest revenue growth in productivity software sector with $636.2M Q4

Dropbox reported Q4 revenues of $636.2 million, down 1.1% year-on-year, though exceeding analyst expectations by 1.1%. The company added 10,000 customers, reaching 18.08 million total, and beat EBITDA estimates whilst demonstrating accelerating customer growth. However, Dropbox delivered the slowest revenue growth amongst 16 tracked productivity software stocks. The broader sector reported strong Q4 results, beating revenue consensus estimates by 1.9% on average, though share prices declined 8.9% following earnings. Appian led the sector with revenues of $202.9 million, up 21.7% year-on-year and beating estimates by 7.2%. Dropbox shares fell 4.8% following the results and currently trade at $23.54.

Yahoo Finance
Jan 20th, 2026
Dropbox faces structural decline as Microsoft and Google dominance erodes $2.5B ARR business

Dropbox faces structural challenges in a commoditised file storage market dominated by Microsoft and Google, according to a bearish thesis from Inwood Capital. The company reported $2.5 billion in annual recurring revenue and 18 million paying users in Q3 2025, but is experiencing declining user growth and market share erosion. The platform's standalone cloud storage offering struggles against Microsoft 365 and Google One, which bundle storage with broader ecosystems and AI tools. Dropbox has responded with cheaper pricing tiers, indicating deteriorating pricing power. Diversification efforts through products like Dash have underperformed, whilst acquisitions including HelloSign and DocSend have failed to deliver. Management has guided for revenue contraction in 2026 with no margin expansion. With EBITDA margins exceeding 45% and upcoming convertible debt maturities constraining share buybacks, the analyst views the stock as overvalued.

SiliconANGLE Media
Oct 23rd, 2025
Dropbox Enhances Search with Mobius Labs

Dropbox Inc. has introduced new AI features to enhance file search capabilities on its platform and announced the acquisition of Mobius Labs GmbH, an AI model developer. The acquisition aims to improve Dropbox's search features using Mobius Labs' technology. Both announcements are centered around a tool called Dash, launched in 2023, which allows users to search for files across Dropbox and third-party services like Jira.

Business Wire
Sep 10th, 2025
Dropbox Amends Secured Credit Agreement; Announces Additional $1.5B Stock Repurchase Program

Dropbox, Inc. (“Dropbox” or the “Company”) (Nasdaq: DBX), today announced an amendment to its existing Credit and Guaranty Agreement providing the Company wi...