Chief technology officer Jobs in East York, ON

Executive Assistant to the Chief Technology Officer (CTO)

Join to apply for the Executive Assistant to the Chief Technology Officer (CTO) role at Definity .

Definity is the parent company to some of Canada’s most long-standing and innovative insurance brands, including Economical Insurance, Sonnet Insurance, Family Insurance Solutions, and Petline Insurance. Our ambition is to be one of Canada’s leading and most innovative property and casualty insurers. We embrace a culture that’s collaborative, ambitious, rewarding, and empowering.

We offer a flexible, hybrid work experience where employees work from the office and virtually depending on the work and team needs. Bring your true self and be part of our journey. It’s better here.

We are seeking a highly organized, detail-oriented, and forward-thinking Executive Assistant to support our CTO. This role goes beyond traditional administrative tasks; you will serve as a strategic partner, trusted advisor, and operational anchor, enabling the CTO to focus on innovation, technical strategy, and leadership.

The ideal candidate is a self-starter who thrives in a fast-paced, high-growth environment. You are comfortable with technology, creative, solutions-oriented, and possess exceptional communication skills. You understand how to support and anticipate the needs of senior executives and their stakeholders.

Key Responsibilities :

• Manage and optimize the CTO’s complex calendar, prioritizing meetings, resolving conflicts, and anticipating scheduling needs across stakeholders including C-suite and external partners.
• Plan and coordinate domestic and international travel, including flights, accommodations, ground transportation, visas, and prepare expense reports accurately and promptly.
• Act as a liaison and gatekeeper, triaging communications, drafting and reviewing high-level correspondence, and ensuring professionalism and alignment with the CTO’s voice.
• Organize and execute internal and external meetings, off-sites, summits, and events, handling logistics, preparing materials, and ensuring follow-up.
• Maintain organized digital and physical filing systems, ensuring easy access to critical documents and data, and track key deliverables and deadlines.
• Handle sensitive and confidential information with discretion, integrity, and professionalism.
• Build and maintain strong relationships across the organization and with external partners, representing the CTO’s office professionally.
• Bring creativity to problem-solving, process improvements, and communication flow enhancements.
• Proactively identify opportunities, flag issues, and propose solutions, including resource planning and deadline monitoring.
• Perform other administrative duties as needed.

Qualifications :

We encourage applicants who may not meet every requirement but can bring valuable skills and perspectives. Diversity, inclusion, and equity are central to our success.

What’s in it for you?

Salary varies based on location, skills, and experience. Incentive plans may also apply.

Our inclusive environment welcomes diversity and supports accessibility. Accommodation requests during recruitment can be made by contacting [email protected].

This role requires successful background checks, including criminal and reference checks.

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