Executive Assistant

3 days ago


Winnipeg, Manitoba, Canada Aplin Full time

Aplin has partnered with a North American firm on the search for an Executive Assistant to the CEO. With a corporate head office in downtown Winnipeg, this is a high-impact, high-trust role at the heart of a growing organization — perfect for someone who thrives on precision, discretion, and operational excellence.

Benefits & Perks:

  • Competitive compensation, bonus opportunities, and paid parking.
  • Comprehensive benefits (health, dental, disability, RRSP/DPSP).
  • Flexibility, paid volunteer days, and professional development opportunities.
  • A supportive, collaborative culture where relationships matter.

The Role
As the Executive Assistant, you'll act as the CEO's right hand — managing communications, complex calendars, and key initiatives that keep the business moving forward. You'll coordinate leadership meetings, prepare high-quality documentation, and use modern tools (including AI) to drive efficiency and results.

You'll bring structure to a fast-paced environment, ensuring the CEO's time is spent on what matters most: strategy, leadership, and growth.

What You'll Do

  • Manage the CEO's schedule, communications, and priorities with professionalism and confidentiality.
  • Plan and execute leadership meetings — from agendas to follow-ups.
  • Coordinate travel and logistics with meticulous attention to detail.
  • Support high-priority projects and events across the organization.
  • Leverage technology and AI tools to streamline operations.
  • Create clear, polished communications, reports, and presentations.
  • Act as a trusted liaison between the CEO, leadership, and key stakeholders.

About You

  • 5+ years of experience supporting C-level executives.
  • Proven ability to manage complex calendars and communications with tact and discretion.
  • Advanced proficiency in Microsoft Office and digital productivity tools.
  • Exceptional organizational, written, and interpersonal skills.
  • Proactive, resourceful, and unflappable under pressure.
  • Post-secondary education in Business or Administration is an asset.

At Aplin — together with our brands CompuStaff and Impact Recruitment — we connect great people with great organizations across North America. We believe diverse teams build stronger companies, and we welcome applicants from all backgrounds, experiences, and perspectives. We use AI tools to assist in a fair and efficient matching process, helping our recruiters connect the right people with the right opportunities. To be considered, applicants must be legally entitled to work in Canada, including holding any required permits. Our recruitment services are always free for job seekers.


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