Executive Assistant to President and Chief Executive Officer

placeToronto calendar_month 
Title: Executive Assistant to President and Chief Executive Officer

Reports To: President & Chief Executive Officer

Position Summary: We are seeking a high-performing Executive Assistant to partner with the President & CEO. This role transcends traditional administrative duties—requiring a proactive, solutions-driven approach, strategic foresight, and exceptional operational support to ensure the success of the CEO, senior leadership team, and Board of Trustees.

The ideal candidate will bring extensive experience in executive-level support, a commitment to exceptional service, and a meticulous eye for detail, ensuring every interaction and task is executed seamlessly.

This role is ideal for a dedicated and seasoned Executive Assistant who excels in a professional, strategic, and high-touch environment. You’ll be a trusted advisor, ensuring smooth operations and proactive solutions for an executive who operates at the highest level.

Key Responsibilities:

  • Concierge-Level Executive Support: Offer comprehensive and proactive support to the CEO, anticipating needs, managing intricate schedules, and ensuring every detail is executed with precision and professionalism.
  • Board & Senior Team Coordination: Support administrative and event planning activities for the senior leadership team and Board of Trustees. Assist with travel and logistics for the Board, ensuring precision and confidentiality.
  • Strategic Calendar Management: Prioritize and manage the CEO’s time by aligning appointments, travel, and meetings with strategic objectives.
  • Hospitality & Event Excellence: Plan and execute high-level meetings and events, ensuring a hospitality-first approach that reflects CAPREIT’s culture of excellence.
  • Travel Management: Arrange and oversee detailed itineraries for domestic and international travel, ensuring flexibility for last-minute changes and providing on-call support.
  • Communication Management: Draft, review, and refine correspondence, presentations, and reports that reflect the CEO’s tone and messaging.
  • Project & Implementation Support: Actively contribute to the implementation of executive-level initiatives, ensuring deadlines are met and challenges are addressed proactively.
  • Executive-Level Organization: Maintain an impeccable e-filing system, manage expense reports with accuracy, and streamline workflows to maximize the CEO’s productivity and efficiency.
  • Confidentiality & Discretion: Handle sensitive information with the utmost care, ensuring privacy and professionalism in all interactions.

What You Bring:

  • Experience:
  • 10+ years as an Executive Assistant, ideally in a publicly traded company, professional services, or luxury hospitality environment.
  • Administrative touchpoints with board members and senior leadership teams.
  • Proven ability to manage high-pressure, dynamic environments with grace and precision.
  • Expertise:
  • Mastery of Microsoft Office Suite, SharePoint, and virtual collaboration tools (Teams, Zoom).
  • Strong project management skills, with a knack for anticipating needs and problem-solving.
  • A commitment to excellence, with the ability to deliver concierge-level service.
  • Attributes:
  • Professional, discreet, and relationship-oriented.
  • Excellent verbal and written communication skills.
  • Detail-obsessed with exceptional organizational and time management skills.
  • A natural problem solver who thrives on delivering proactive, high-quality solutions.
  • Strategic and adaptable, with a “no task too small, no challenge too big” mindset.
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