Dropbox
Executive Assistant to the Chief Business Officer
Remote - Canada: Select locations · Exec
Sponsorship not specifiedDetected 15 hours ago
LogisticsLeadershipCommunicationOrganizational Skills
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odds of building a lasting career here
40Risky
Cap-exempt (no lottery)0
Sponsors this role90
Entry-level history0
PERM / green-card track0
Lottery odds40
Fits your clock70
Thin sponsorship signal and lottery-bound. A low-probability bet with your clock running. Prioritize cap-exempt roles and proven entry-level sponsors first.
Lottery odds assume a STEM candidate.
Personalize to your clock →Employer immigration record
from this employer's Department of Labor filings
Green-card filing pattern in this occupation
Context, not a finding about this posting: of this employer's 10 green-card filings in this occupation, 100% were for a worker who already held the job.
Green-card follow-through: 50%
Of 10 labor certifications old enough to have been used, 5 expired without the employer filing the next step. Median time from filing to decision: 497 days.100% of their filings were for a worker who already held the job.Only certifications past the 180-day window are counted — recent ones cannot have expired yet.
Files H-1B transfers
15 transfer filings in the last year, covering 15 workers. Median labor-condition decision: 7 days. An employer that already files transfers is one that can take over an existing H-1B.
Sourced from Department of Labor LCA, PERM and prevailing-wage disclosure data. Employer matching is by name, so figures may be split across an employer's legal entities. Absence of a filing means none appears in our copy of the data, not that none exists.
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About the role
- This is a high-impact executive administration role in a fast-moving and evolving business.
- 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.
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
- 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
- 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
- Strong written and verbal communication skills, including the ability to communicate directly, concisely, and appropriately with senior leaders and cross-functional partners
- 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 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.
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 zones
- Experience working with and/or for a senior Chief of Staff in tight, trusted partnership on systems- and process-based approaches to make order out of competing priorities
- Proven 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
- Comfort working in a high-change environment where priorities shift quickly and the person must continuously re-plan without losing important details
- Ability to work primarily on Eastern Time, with flexibility for occasional EMEA and APJ commitments and executive travel
Nice to have
- 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
- AI fluency means using these tools to amplify human judgment, not replace it.
- We believe people with these skills will thrive as work and technology continue to evolve:
- Awareness: U nderstand yourself and others.
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This listing is sourced directly from Dropbox's careers page and normalized into a canonical job model.