Executive Assistant to the Chief Business Officer

Dropbox is hiring an Executive Assistant to support its Chief Business Officer, working as an Executive Business Partner. You will handle executive administration, judgment, and follow-through so the CBO and his team can operate well: a strategic calendar, travel, meetings, preparation, communications, and coordination across the CBO's team and the wider leadership group. The role is for someone highly organized, calm under pressure, direct in communication, and persistent about follow-through.

What you will do

• 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 prep by making sure 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 keep shared visibility into priorities, risks, requests, decisions, and follow-ups.
• Work 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 so important messages stay accurate and do not stall.
• Plan and execute executive meetings, offsites, and leadership events, with attention to attendee experience, budget, and contingency planning.
• Maintain administrative systems, including expenses, contacts, recurring meeting structures, action-item tracking, and executive reference materials.
• Surface risks early, make recommendations, and own issues through resolution rather than just completing the first task requested.

What they are looking for

• 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 communicating directly, concisely, and appropriately with senior leaders and cross-functional partners.
• Experience working with or for a senior Chief of Staff in tight, trusted partnership on systems- and process-based approaches to competing priorities.
• A proven ability to prioritize independently, make sound decisions with incomplete information, and escalate risks early with a recommendation.
• A track record of accurate, detail-oriented execution across scheduling, events, communications, expenses, and follow-through.
• Experience working as part of an admin community and collaborating across executive offices rather than operating as an isolated support partner.
• Comfort in a high-change environment where priorities shift quickly and you must continuously re-plan without losing important details.
• High competency with workplace systems including Slack, Gmail, Concur, Navan, Google Docs, and Dropbox, as well as AI tooling for efficiency.
• Ability to work primarily on Eastern Time, with flexibility for occasional EMEA and APJ commitments and executive travel.

Preferred qualifications

• Experience supporting a Chief Business Officer, Chief Revenue Officer, Chief Marketing Officer, or another executive responsible for a broad, customer-facing organization.
• Experience 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.

Location and pay

The role is remote in Canada, at select locations. The Canada pay range is $118,200 to $159,900 CAD.