Executive Assistant

David Aplin Recruiting; Winnipeg; On-site; CAD 60,000 - 80,000; Full time

Job summary

A dynamic tech company in Winnipeg is seeking an Executive Assistant to provide proactive support to two senior executives. Candidates must possess strong organizational skills, a university degree, and the ability to manage priorities in a fast-paced environment. This full-time permanent position offers a flexible hybrid workplace and requires living in Winnipeg. The role includes managing executive calendars, coordinating travel, and facilitating meetings.

Benefits

Flexible hybrid workplace

Innovative and performance-driven culture

Learning and development opportunities

Competitive starting salary and comprehensive benefits

Qualifications

• University graduate, preferably in business.
• Driven and motivated with a knowledge of operations.
• Proficiency with Google Workspace and AI automation tools is a bonus.
• Strong communication and interpersonal skills are required.
• Ability to maintain confidentiality and exercise discretion.
• Impressive organizational and time management skills are crucial.
• Must have problem-solving skills and the ability to adapt.

Responsibilities

• Manage complex calendars for two executives.
• Screening and prioritizing emails and correspondence.
• Plan and manage domestic and international travel.
• Prepare, track, and reconcile expense reports.
• Lead and coordinate cross-functional projects.
• Manage the full meeting process from scheduling to follow-up.

Skills

Attention to detail

Strong business acumen

Problem-solving

Interpersonal skills

Organizational skills

Tech-savvy (Google Workspace, AI tools)

Strong communication skills

Education

University graduate (ideally business)

Job description

Stacey Danley at Aplin has partnered with our client, a dynamic tech company based in Winnipeg, on the search for an Executive Assistant. The successful candidate will provide proactive support to two senior executives. This role requires exceptional attention to detail, strong business acumen, and the ability to manage competing priorities with professionalism and discretion. The ideal candidate will thrive in a fast-paced environment, ensuring the executives’ time and focus are optimized while supporting key organizational initiatives.

Benefits & Perks

• A flexible hybrid workplace
• An innovative and performance-driven culture
• Learning and development opportunities
• Competitive starting salary and comprehensive benefits

Key Responsibilities

• Calendar & Schedule Management: Manage complex calendars for two executives, optimizing time, anticipating conflicts, and ensuring seamless scheduling.
• Communication & Information Management: Act as a gatekeeper by screening and prioritizing emails, correspondence, and inquiries. Manage legal documents, reports, and administrative systems with the utmost confidentiality.
• Travel Coordination: Independently plan and manage domestic and international travel, including flights, accommodations, ground transportation, and detailed itineraries.
• Financial Administration: Prepare, track, and reconcile executive expense reports with accuracy and timeliness.
• Project Management: Lead and coordinate cross-functional projects, ensuring alignment and progress across HR, Finance, IT, and other teams.
• Meeting Facilitation: Manage the full meeting process—from scheduling and agenda preparation to note-taking and action item follow-up.

Qualifications

• University graduate (ideally business)
• A driven, motivated approach with an interest in learning what goes on ‘behind-the-scenes’
• Tech-savvy - bonus points for proficiency with Google Workspace and AI automation tools
• Strong communication skills – able to build relationships across the organization
• Interpersonal skills – professional yet approachable with an ability to exercise discretion and confidentiality
• Impressive organizational and time management skills
• An ability to problem-solve and adapt to a dynamic environment

Please note this is a full-time permanent position. While our client is proud to offer a hybrid work environment, living in Winnipeg is a requirement for the position.

We welcome applicants from all backgrounds and charge no fees to apply or engage with our recruiters. Our clients partner with us to help expand and diversify their teams. Please note that all applicants must be legally entitled to work in Canada, including holding any necessary work permits.