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Executive Assistant

Hybrid
Mid Level
CONTRACTOR

About the role

Company Description: CloudNorth Systems is a managed IT and cloud services partner supporting small and mid-sized Canadian businesses as an outsourced IT team. The company delivers managed IT services, proactive monitoring, helpdesk support, patching, cybersecurity, and cloud migrations to help clients achieve enterprise-grade reliability without enterprise-level pricing. CloudNorth Systems focuses on long-term partnerships, providing ongoing operations and support tailored to each client’s needs. Team members work closely with customers to ensure secure, stable, and scalable technology environments that enable business growth.

Role Description: The Executive Assistant is a full-time, hybrid role based in the Greater Toronto Area, Canada. This position provides high-level administrative and executive support, including managing calendars, scheduling meetings, organizing travel, and preparing expense reports for senior leaders. The role involves drafting and reviewing correspondence, creating presentations and meeting materials, and coordinating internal and external communications. The Executive Assistant will maintain confidential records, support office administration tasks, assist with meeting logistics and follow-ups, and act as a central point of contact for executives with internal teams and external partners. Qualifications Strong executive administrative assistance and executive support skills, including calendar management, meeting coordination, and travel planning. Experience preparing and reconciling expense reports and handling related documentation with accuracy and attention to detail. Excellent communication skills, both written and verbal, for interacting with executives, team members, and external stakeholders. Proficient administrative assistance skills, including document management, data entry, filing, and office organization. High level of professionalism, discretion, and ability to handle confidential information. Strong time management, prioritization, and multitasking abilities in a fast-paced environment. Proficiency with productivity tools (e.g., Microsoft 365 or similar office software, calendar, and email applications). Previous experience supporting senior leaders or C-level executives is an asset. Post-secondary education in business administration or a related field, or equivalent work experience.

About CloudNorth Systems

Technology, Information and Internet
11-50 employees

CloudNorth Systems is a managed IT and cloud services partner for small and mid-sized Canadian businesses, acting as your outsourced IT team. We deliver managed IT, proactive monitoring, helpdesk, patching, cybersecurity, cloud migrations and ongoing operations to provide enterprise-grade reliability without enterprise pricing.

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