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Executive Assistant to Chief Business Officer

Job in Martensville, Saskatoon, Saskatchewan, S7W, Canada
Listing for: Dropbox
Full Time position
Listed on 2026-10-25
Job specializations:
  • Administrative/Clerical
    Office Administrator/ Coordinator, Executive Admin/ Personal Assistant, Business Administration, Virtual Assistant/ Remote Admin
  • Business
    Office Administrator/ Coordinator, Business Administration
Salary/Wage Range or Industry Benchmark: 118000 - 160000 CAD Yearly CAD 118000.00 160000.00 YEAR
Job Description & How to Apply Below
Position: Executive Assistant to the Chief Business Officer
Location: Martensville

Dropbox is a Virtual First company. For this role, we are currently only authorized to hire candidates from the following provinces:
Alberta, British Columbia, Ontario, and Saskatchewan.

Role Description

As the Executive Business Partner to Dropbox’s Chief Business Officer, you’ll create leverage through exceptional executive administration, judgment, and follow-through. You’ll own the details that help him and his team operate at its best: a strategic calendar, seamless travel, useful meetings, clear preparation, accurate communications, and thoughtful coordination across the Chief Business Officer’s team and the broader Dropbox leadership system.

This is a high-impact executive administration role in a fast-moving and evolving business. You’ll work closely with the CBO, his Chief of Staff, the Office of the CBO team, other executive admins, Chiefs of Staff, business partners, and senior cross-functional leaders. You’ll often need to make decisions with incomplete information, surface risks early, and keep work moving without creating unnecessary noise or rework.

This is an exceptional administration role where you’ll bring judgment and a point of view, but your primary responsibility is to make the executive and the operating system work better through accurate, proactive, collaborative execution. You’ll first learn the existing system, build trust, and develop pattern recognition — then you’ll bring best practices and your expertise to help reshape systems and make them work even better.

If you’re highly organized, calm under pressure, direct in your communication, persistent about follow through, and energized by making complex executive work feel simple, then this role is for you.

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 prep 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 that important messages are accurate and do not stall
  • Plan and execute executive meetings, offsites, and leadership events with strong attention to detail and a crisp focus on 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
Requirements
  • 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…
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