Personal & Executive Assistant

Summit Search Group; Winnipeg; Hybrid; CAD 50,000 - 70,000; Full time

Job summary

A dynamic recruitment partner is seeking a Personal & Executive Assistant in Winnipeg, Canada. The role involves supporting a high-performing business leader with various administrative and personal tasks. Ideal candidates will have strong organizational skills, excellent communication abilities, and a detail-oriented mindset. This full-time position offers hybrid flexibility and an opportunity for long-term development within a fast-paced environment.

Qualifications

• Previous experience in administrative support, executive assistance, or hospitality roles.
• Ability to manage multiple tasks and deadlines effectively.
• Flexibility and initiative in varied task environments.

Responsibilities

• Manage calendars and coordinate appointments for the business leader.
• Handle email correspondence efficiently.
• Arrange personal and professional travel logistics.

Skills

Strong organizational skills

Excellent written and verbal communication skills

Discretion and trustworthiness

High proficiency in technology and office tools

Job description

Overview

Summit Search Group is proud to partner with a well-established and dynamic public accounting practice in the recruitment of a Personal & Executive Assistant. This unique and rewarding role offers the opportunity to support a high-performing business leader in both professional and personal domains. If you\'re highly organized, resourceful, and enjoy wearing many hats, this may be the ideal role for you.

As a key support to the Owner and President, the Personal & Executive Assistant will ensure smooth daily operations and elevated productivity by managing a wide range of administrative and personal tasks. The successful candidate will be proactive, detail-driven, and capable of operating with the highest level of discretion and professionalism.

Key Responsibilities

• Manage calendars, coordinate appointments, and organize meetings, ensuring optimal scheduling and follow-up.
• Monitor and manage email correspondence with a focus on efficiency and prioritization.
• Arrange and coordinate personal and professional travel, including seasonal relocations.
• Oversee household and lifestyle logistics including vendor coordination, appointments, and organization projects.
• Provide light meal preparation and pet care for two small dogs.
• Act as the first point of contact for both internal and external communications.
• Anticipate needs and ensure proactive task completion.
• Maintain confidential records and sensitive information with the utmost discretion.

What You Bring

• Previous experience in administrative support, executive assistance, hospitality, or client-facing roles.
• Strong organizational skills with the ability to prioritize multiple tasks and deadlines.
• Excellent written and verbal communication skills.
• A “no task too small” mindset with flexibility, adaptability, and initiative.
• Discretion and trustworthiness in managing confidential and sensitive matters.
• Comfortable supporting both professional and personal aspects of a busy executive’s life.
• High proficiency in technology and office tools; ability to manage changing priorities with grace.
• Pet-friendly and detail-oriented.

Why Apply

• Full-time position with hybrid flexibility.
• Opportunity for long-term development and a varied, engaging role.
• Work directly with a respected business leader in a fast-paced, high-trust environment.

Summit Search Group has a strong commitment to Diversity, Equality and Inclusion. We strive for continuous development, modeling, inclusive behaviors and proactively managing bias throughout our process.