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Dropbox

Cloud storage, file sync, collaboration platform

Executive Assistant to the Chief Business Officer

Full-TimeUpdated on 10/26/2026
$121.4k - $184.8k
Senior, Expert
Remote in USA
RemoteRemote work is limited to select US locations; the role is not available in US Zone 1.
Administrative & Executive AssistanceExecutive Support
Company Historically Provides H1B Sponsorship

About the job

Requirements
  • At least 8 years of experience supporting a senior executive, preferably a C-level executive or equivalent leader in a complex, fast-moving organization.
  • Expertise managing a highly complex executive calendar across multiple time zones, competing priorities, recurring leadership forums, customer commitments, and protected personal or focus time.
  • Experience planning complex domestic and international travel, including contingency planning and coordination across multiple travelers, hosts, vendors, and time zones.
  • Strong written and verbal communication skills, including the ability to communicate directly, concisely, and appropriately with senior leaders and cross-functional partners.
  • Experience working with and/or for a senior Chief of Staff in a trusted partnership on systems- and process-based approaches to managing competing priorities.
  • Ability to prioritize independently, make sound decisions with incomplete information, and escalate risks early with a recommendation.
  • Demonstrated track record of accurate, detail-oriented execution across scheduling, events, communications, expenses, and follow-through.
  • Experience working as part of an administrative community and collaborating across executive offices rather than operating as an isolated support partner.
  • Comfort working in a high-change environment where priorities shift quickly and the person must continuously re-plan without losing important details.
  • High competency with workplace systems, including Slack, Gmail, Concur, Navan, Google Docs, Dropbox, and AI tooling for efficiency through human-machine partnership.
  • Ability to work primarily on Eastern Time, with flexibility for occasional EMEA and APJ commitments and executive travel.
Responsibilities
  • Own a complex calendar as a strategic operating tool, balancing executive priorities, customer and revenue commitments, leadership forums, preparation time, focus time, travel, and personal commitments.
  • Support meeting preparation by ensuring the right attendees, context, agendas, pre-reads, links, decision points, and follow-up actions are in place.
  • Coordinate domestic and international travel end-to-end, including itineraries, ground transportation, hotel and meeting logistics, time-zone planning, contingency plans, and preparation or recovery time.
  • Partner with the CBO’s Chief of Staff to maintain shared visibility into priorities, risks, requests, decisions, and follow-ups.
  • Collaborate with other executive admins, Chiefs of Staff, business partners, and cross-functional leaders to resolve scheduling and operating needs without creating parallel processes or confusion.
  • Support communication by tracking drafts, deadlines, approvals, distribution lists, links, and follow-through, ensuring important messages are accurate and do not stall.
  • Plan and execute executive meetings, offsites, and leadership events with attention to attendee experience, budget, and contingency planning.
  • Maintain accurate administrative systems, including expenses, contacts, recurring meeting structures, action-item tracking, and relevant executive reference materials.
  • Surface risks early, make recommendations, and own issues through resolution rather than simply completing the first task requested.
Desired Qualifications
  • Experience supporting a Chief Business Officer, Chief Revenue Officer, Chief Marketing Officer, or another executive responsible for a broad, customer-facing organization.
  • Experience working in technology, SaaS, or another business with complex customer, revenue, and cross-functional operating rhythms.
  • Experience supporting executive customer engagements, leadership offsites, board-related preparation, or S-team-level events.
  • Experience using AI responsibly to improve administrative workflows while personally validating accuracy, privacy, judgment, and final outputs.
  • Project or program management experience that complements, but does not replace, strong executive administration fundamentals.

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 Jobs

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%
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.

Yahoo Finance
Aug 23rd, 2026
Dropbox CTO sells $1M in shares under pre-scheduled trading plan from May 2025

Dropbox CTO Ali Dasdan sold 30,587 Class A shares on 17-18 August, worth approximately $1 million, according to an SEC filing. The transaction included 19,255 shares withheld for taxes and 11,332 shares sold through a pre-scheduled trading plan. The tax withholding was a non-discretionary transaction triggered by vesting equity awards. The share sale was executed under a Rule 10b5-1 plan Dasdan adopted on 12 May 2025, allowing insiders to establish predetermined selling schedules for liquidity or diversification whilst maintaining regulatory compliance. Following the disposition, Dasdan holds 471,052 shares directly, representing a 6% decrease from his previous position of 501,639 shares. His remaining direct equity interest is valued at roughly $15.95 million and represents approximately 0.2% of the company. These holdings include restricted stock units scheduled to vest through 15 November 2030.