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Dropbox

Cloud storage, file sync, collaboration platform

Director of Product Design

Full-TimeUpdated
$261.8k - $354.2k/yr
Senior, Expert
Remote in USA
Remote
Product & Experience DesignProduct Design
Company Historically Provides H1B Sponsorship

About the job

Requirements
  • At least 5+ years of professional experience leading or managing a design team
  • A portfolio of relevant design work, executed either by yourself or a team that you led, that conveys an ability to ship successful products that customers love
  • A customer-centered approach to designing products for people
  • A hands-on, self starter leader, with high ownership, who can think big, but also dive-deep and straddle both altitudes while connecting the dots
  • Deep experience working with product managers, engineering, and marketing to drive vision, strategy and execution
  • Comfortable juggling a wide range of responsibilities at the same time
  • A collaborative, low-ego approach to working with others
Responsibilities
  • Lead the team in balancing urgency vs. the incredibly high quality bar expected by both our customers and the broader Dropbox organization
  • Craft and communicate a compelling long-term design strategy and vision
  • Lead the design process for your team - from problem definition to design implementation
  • Partner closely with leadership across functions - product, engineering, research, marketing, and other cross functional teams - to ensure products are well-defined, high impact, and successfully executed
  • Work closely with design leadership to ensure a cohesive customer experience across all products
  • Create a team of best-in-class designers who obsess over customers and move fast in a highly ambiguous environment
  • Foster a healthy and collaborative culture that embodies Dropbox's values and continue to develop Dropbox as one of the best places to work
Desired Qualifications
  • Experience with both scaled SaaS products, and pre-PMF or 0→1 efforts
  • Success leading the thoughtful integration of generative design tools, LLMs, and computational design methodologies into creative workflows while preserving team autonomy and elevating overall design quality

About the company

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's Take

What believers are saying

  • Q2 2026 revenue reached $631.5 million, with ARR rising to $2.566 billion.
  • Management raised 2026 operating margin guidance to 40.0%-40.5% and uFCF to $1.07 billion.
  • Dash rollout now offsets FormSwift drag and supports higher monetization across Teams.

What critics are saying

  • Core revenue barely grew 0.9% in Q2 2026, exposing mature demand.
  • Google Workspace and Microsoft 365 can absorb Dropbox's remaining use case by 2027.
  • Dropbox's secured collateral and leverage covenants amplify downside if buybacks outrun growth.

What makes Dropbox unique

  • Dropbox Dash for Business unifies search, sharing, and access controls across connected apps.
  • Remote-first operations attract talent: 74% of 2026 hires cited virtual-first as reason.
  • Secured credit plus $1.2 billion buybacks signal disciplined cash generation and capital returns.

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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

6 month growth

4%

1 year growth

4%

2 year growth

1%
Business Insider
Oct 28th, 2026
Dropbox cuts 9% of workforce, about 200 roles, as chief technology officer departs

Dropbox is laying off about 9% of its global workforce, co-chief executive officer Ashraf Alkarmi said on Wednesday. The cut covers roughly 200 roles in Engineering, Product, Design, and GA teams. Alkarmi said the company is profitable but must concentrate resources on priorities with the greatest potential for customer impact and growth. Its two-year strategy aims to serve larger companies and reach new markets. Chief technology officer Ali Dasdan is also leaving; his last day is November 18. Departing staff will receive 16 weeks of pay plus one week for each year at Dropbox, Q4 equity vesting, and six months of COBRA subsidy for US employees.

Tech in Asia
Oct 12th, 2026
Dropbox launches Protect in Singapore to govern file access across Drive and Microsoft 365

Dropbox has launched Dropbox Protect in Singapore, a data access governance tool that shows information technology and security teams who can access content across Dropbox, Google Drive, and Microsoft 365. The tool lets teams review public links, external collaborators, and risky permissions. They can also automate policies, alerts, and access fixes, and generate reports and audit logs for governance and compliance. The launch comes as Singapore's Personal Data Protection Act requires organisations to make reasonable security arrangements against unauthorised access to, or disclosure of, personal data held electronically. Dropbox Protect competes with data access governance vendors, including tools covering Google Drive and SharePoint. Microsoft also offers governance actions in Defender for Cloud Apps.

Fortune
Oct 7th, 2026
Dropbox CTO pushes full AI adoption across 2,113 employees with bottom-up approach

Dropbox CTO Ali Dasdan is driving AI adoption across the company's 2,113 employees. When he joined in March 2025, less than 40% of engineering, product, and design teams used AI tools. Through training, hackathons, and championing superusers, he achieved full adoption among these groups. The company has made ChatGPT Enterprise widely available to knowledge workers and approved AI features in platforms like Workday, Slack, and Zoom. Non-technical staff use tools like Lovable to create custom applications, with hundreds now deployed across departments. Dasdan says AI enables faster customer support and helps clear technical debt. The company has focused on enhancing Dash, its AI-powered search tool, with improved capabilities for indexing and searching images and video. Dropbox has also integrated Dash into ChatGPT, Claude, and Google Gemini ecosystems to meet customers where they already work.

Yahoo Finance
Sep 16th, 2026
Dropbox co-CEO sells 28,800 shares for $1M as stock generates 15% annual return

Dropbox co-CEO Ashraf Alkarmi sold 28,800 shares of Class A Common Stock for $1 million on 11 September 2026, according to an SEC filing. The sale was executed through a Rule 10b5-1 trading plan established on 12 June 2026, which allows insiders to make pre-scheduled trades. Following the transaction, Alkarmi retains 1,004,081 shares, representing approximately 0.39% of the company. The stock had generated a 15% one-year return as of the transaction date. As of 15 September 2026, Dropbox shares traded at $37.63, giving the San Francisco-based software company a market capitalisation of $9.5 billion. The company reported trailing twelve-month revenue of $2.5 billion and net income of $442.8 million.

Yahoo Finance
Aug 23rd, 2026
Dropbox CFO sells $25M in shares days after raising guidance

Dropbox CFO Ross Tennenbaum sold 20,326 shares of Class A Common Stock on 17 August, according to an SEC Form 4 filing. The transaction, valued at $25.34 million, was executed for tax purposes and does not reflect a change in the insider's assessment of the company's valuation. Tennenbaum continues to hold 759,000 shares directly, valued at $25.7 million based on the 18 August closing price. He also holds restricted stock units scheduled to vest through 15 November 2029, contingent upon continued service. Dropbox operates a software-as-a-service business model, generating revenue through tiered subscription plans for individual users, teams, and enterprises. The company has a market capitalisation of $8.6 billion and reported $2.5 billion in trailing twelve-month revenue.

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