Executive Assistant to the Chief Business Officer

Overview

The organization is seeking an Executive Business Partner to support the Chief Business Officer and the broader executive leadership operating system. This high-impact role delivers exceptional executive administration, judgment, and follow-through—ensuring a strategic calendar, seamless travel, well-prepared meetings, accurate communications, and thoughtful coordination across the Chief Business Officer’s team and executive leadership.

The role involves working closely with the Chief Business Officer, the Chief of Staff, the Office of the CBO team, other executive admins, Chiefs of Staff, business partners, and senior cross-functional leaders. You will sometimes need to make decisions with incomplete information, surface risks early, and keep work moving without creating unnecessary noise or rework.

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 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 executive communications by tracking drafts, deadlines, approvals, distribution lists, links, and follow-through to ensure accurate messages that do not stall
• Plan and execute executive meetings, offsites, and leadership events with strong attention to detail, 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 completing only the first requested task

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
• 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 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
• Experience working as part of an admin 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 (and of course Dropbox!), as well as 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

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 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

Compensation & Benefits

• Canada Pay Range: $118,200—$159,900 CAD

Location

Canada (primarily Eastern Time), with flexibility for occasional EMEA and APJ commitments and executive travel