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Executive Assistant to the CEO

  • Toronto, Ontario, Canada
  • Remote
  • Posted Nov 2, 2026
  • 1 position

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Employment type
Full-time
Experience level
Senior · 5+ years
Posting language
English
Working hours
40 hours per week

Job summary

The Executive Assistant will manage the CEO's calendar and travel arrangements while coordinating meetings for the Executive Leadership Team. They will also handle sensitive communications, expense reporting, and ensure smooth day-to-day operations across global time zones.

Job details

About CloudWerx At CloudWerx, we’re building what’s next in cloud, data, and AI, helping organizations turn powerful technology into meaningful, real-world impact. What makes CloudWerx special isn’t just the technology. It’s the people behind it. We’re a global team of builders, problem-solvers, and trusted advisors who are curious by nature, ambitious about what we can create, and not afraid to challenge the way things have always been done. We’re building something exciting, and we’re looking for talented people who want to build it with us. If you’re curious, collaborative, and energized by solving meaningful problems, we’d love to meet you. About the Role We're looking for an Executive Assistant to the CEO to help our CEO and Executive Leadership Team (ELT) spend their time on what matters most as we scale globally. You'll work closely with our CEO and ELT across multiple countries and time zones to keep calendars, travel, and day-to-day operations running smoothly. What You'll Do Manage the CEO’s calendar: Proactively organize and prioritize the CEO’s schedule across global time zones ensuring time is allocated effectively and meetings are well planned and purposeful. Coordinate executive scheduling: Organize meetings for the Executive Leadership Team (ELT), including leadership discussions, board and investor meetings, client engagements, and company offsites. Coordinate travel arrangements: Manage domestic and international travel for the CEO and ELT, including flights, accommodations, itineraries, and any changes that arise. Oversee executive expenses: Prepare, submit, and reconcile expense reports for the CEO and ELT, ensuring accuracy and compliance with company policies in collaboration with Finance. Manage executive communications: Help organize and prioritize the CEO’s inbox, identify time-sensitive matters, track follow-ups, and draft responses on the CEO’s behalf as appropriate. Maintain confidentiality and professionalism: Handle sensitive business, financial, leadership, and employee-related information with discretion, sound judgment, and the highest level of confidentiality. What You Bring Expert calendar management across multiple time zones with the judgment to prioritize competing requests. Experience planning complex and multi-leg international travel. Proven discretion and integrity when handling confidential and sensitive information. Strong written communication, with the ability to write clearly and professionally on behalf of an executive. Calm, organized, and adaptable in a fast-paced, changing environment. Flexibility to occasionally support time-sensitive requests outside standard hours, given our global footprint. Qualifications 5-10 years of experience as an Executive Assistant supporting a CEO, founder, or C-suite executive. Experience supporting multiple executives at the same time. Advanced proficiency in Google Workspace (Gmail, Calendar, Docs, Sheets) and Slack. Hands-on experience with travel booking platforms and expense management tools. Experience working in a remote or distributed team. What You Can Expect Remote-first flexibility: Work with a collaborative, global team in an environment built around flexibility and trust. Meaningful impact: Play a key role in shaping our AI engineering practice and influencing how we grow. Ownership and autonomy: Have the freedom to bring new ideas, make decisions, and drive meaningful change. Health & dental benefits: 100% employer-paid health and dental coverage for employees and their dependents under our base plan. Paid time off: Enjoy paid time off to recharge and maintain a healthy work-life balance. Remote work allowance: Receive support to create a comfortable and productive workspace. Equal Opportunity & Accessibility CloudWerx is committed to creating an inclusive workplace where people are treated with respect and have equitable opportunities to contribute, grow, and succeed. We welcome applicants from different backgrounds, experiences, and perspectives. If you require accommodation during any stage of our recruitment process, let us know and we'll work with you to provide appropriate support.

What you’ll do

The Executive Assistant will manage the CEO's calendar and travel arrangements while coordinating meetings for the Executive Leadership Team. They will also handle sensitive communications, expense reporting, and ensure smooth day-to-day operations across global time zones.

Requirements

Candidates must have 5-10 years of experience supporting C-suite executives and possess advanced proficiency in Google Workspace and Slack. Strong organizational skills, discretion, and the ability to manage complex international travel are essential for this role.

Benefits

  • Health insurance
  • Dental coverage
  • Paid time off
  • Remote work allowance

Listed skills

  • Communication · Preferred
  • Google Workspace · Preferred
  • Time management · Preferred
  • Organization · Preferred
  • adaptability · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

  • Calendar management
  • Executive support
  • Travel coordination
  • Expense management
  • Communication
  • Confidentiality
  • Google Workspace
  • Gmail
  • Google Calendar
  • Google Docs
  • Google Sheets
  • Slack
  • Time management
  • Organization
  • Adaptability
  • Discretion
  • Planning
  • Operations
  • Curiosity
  • Leadership
  • Writing
  • Finance
  • Professionalism
  • Slack (Software)
  • Time Off Management
  • Scheduling
  • Travel Arrangements
  • Calendar Management
  • Expense Management
  • Workplace Inclusivity
  • Virtual Teams
  • Expense Reports

Job areas

  • Administrative
  • Management & Leadership
  • Software
  • Technology
  • Executive Assistant to the Chief Executive Officer
  • Executive Assistant
  • Administrative and Executive Secretaries
  • Executive Secretaries and Executive Administrative Assistants