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Redwood Software is seeking an Executive Assistant & Canada Office Coordinator to support the establishment and operation of their new office in Markham, Ontario. The role combines office management and executive assistance for multiple members of the Executive Leadership Team, emphasizing flexibility, organization, and a proactive approach.
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Job Summary
This newly created role serves as the operational anchor for Redwood Software's first Canadian office in Markham, Ontario.
The position requires balancing 60% time on high-impact executive support for 3-4 ELT members with 40% time on office management and culture building.
Candidates must be prepared to manage complex logistics including international travel, vendor relationships, and office readiness for a July 2026 launch.
Matching Summary
Match Score: 75
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Redwood Software is seeking an Executive Assistant & Canada Office Coordinator to support the establishment and operation of their new office in Markham, Ontario. The role combines office management and executive assistance for multiple members of the Executive Leadership Team, emphasizing flexibility, organization, and a proactive approach.
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Skills & Requirements
Must-have
4+ years executive assistance experience
Office management and vendor coordination
Complex multi-timezone calendar management
International travel logistics coordination
Expense management and reconciliation
Google Workspace or Microsoft 365 proficiency
Nice-to-have
Experience leveraging AI tools for automation
Background in standing up new office locations
Supporting C-suite executives globally
Familiarity with Greenhouse or Workday platforms
Event coordination at scale
Key Requirements
Bachelor's degree in Business Administration or related field
Minimum 4 years combined experience in admin/office management
Proven ability to work hybrid schedule in Markham, Ontario