Personal Assistant - Evenings & Weekends

Position Title: Personal Assistant Location: Winnipeg, Manitoba (On-Site with Regular Travel) Employment Type: Full-Time Reports To: Senior Leadership – AIMA (Catherine Li) Compensation: Based on experience and qualifications Overtime Status: Non-management role; overtime eligibility governed by Manitoba Employment Standards

ABOUT AIMA

Accurate Indigenous Management & Advisors (AIMA) is a 100% Indigenous-owned consulting firm supporting First Nations communities and Indigenous-led organizations through financial administration, governance support, project management, and community-centred initiatives. AIMA also supports and operates affiliated business ventures, including Shelly’s Indigenous Bistro and other current or future initiatives led by senior leadership. This role operates within a high-trust, confidential, and multi-entity environment.

POSITION SUMMARY

The Personal Assistant (Evenings & Weekends) provides direct support to senior leadership with personal logistics, scheduling, family coordination, transportation support, errands, and administrative activities outside of regular business hours.

This role requires strong organizational skills, professional judgment, discretion, and the ability to manage changing priorities in a fast-paced and highly confidential environment.

The Personal Assistant works closely with the Executive Assistant and other designated support personnel to ensure continuity, coordination, and support across business, family, travel, and personal commitments.

SCOPE OF ROLE

• Acts on direct instruction from senior leadership

• Works collaboratively with the Executive Assistant and designated support personnel

• Supports family, personal, logistical, and executive coordination needs

• Handles highly sensitive and confidential information with professionalism

• Supports execution of priorities but does not make independent operational decisions

KEY RESPONSIBILITIES

Executive Coordination & Communication

• Maintain regular communication with the Executive Assistant regarding schedules, appointments, travel, family commitments, errands, and priorities

• Ensure tasks, bookings, appointments, and follow-ups are coordinated and not duplicated

• Escalate scheduling conflicts, urgent matters, or changes in priorities promptly

• Provide updates regarding completed tasks, outstanding items, and issues requiring attention

• Work collaboratively with the Executive Assistant and other support personnel to maintain continuity and organization

Personal & Household Coordination

• Coordinate appointments, schedules, and personal commitments

• Assist with household organization and logistical planning

• Coordinate service providers, deliveries, maintenance appointments, and third-party arrangements

• Assist with time-sensitive personal tasks and errands

• Support planning and preparation for travel, events, and personal commitments

Family & Child Support

• Assist with family scheduling and activity coordination

• Support transportation and logistics related to children's activities, appointments, and commitments

• Provide age-appropriate supervision and support as required

• Assist with family events, outings, and scheduling needs

• Coordinate communication related to family schedules and commitments

Logistics, Errands & Operational Support

• Complete time-sensitive errands and logistical tasks as assigned

• Coordinate deliveries, purchases, returns, supplies, and equipment

• Support vehicle-related logistics, including pickups and drop-offs

• Assist with travel arrangements, accommodations, and itineraries

• Provide support during evenings, weekends, travel periods, and special events

Confidential & Sensitive Information Handling

• Handle confidential personal, family, business, financial, governance, and operational information

• Maintain strict confidentiality and privacy at all times

• Ensure documents, records, and communications are handled securely

• Exercise professional judgment in all interactions

QUALIFICATIONS & EXPERIENCE

• Demonstrated reliability, punctuality, and professionalism

• Strong organizational and time-management skills

• Ability to manage multiple priorities in a fast-paced environment

• High level of discretion, judgment, and integrity

• Strong written and verbal communication skills

• Valid driver's license and access to a reliable vehicle

• Ability to work flexible evening and weekend hours

WORK CONDITIONS

• Primarily evenings, weekends, and non-traditional business hours

• Schedule will vary based on operational, travel, family, and event needs

• Combination of office work, travel, errands, and off-site coordination

• Local travel throughout Winnipeg required

MANDATORY CONDITIONS OF EMPLOYMENT

The following are required:

• Satisfactory Criminal Record Check

• Child Abuse Registry Check

• Valid driver's license and reliable vehicle

• Ability to work flexible evening and weekend hours

• Ability to maintain strict confidentiality regarding personal, family, business, financial, governance, and operational matters

• Ability to work collaboratively with the Executive Assistant and other designated support personnel

• Signing of Confidentiality & Non-Disclosure Agreement

• Compliance with all company policies and procedures

A criminal record does not automatically disqualify a candidate. Assessments will be made in accordance with applicable legislation.

How to Apply

Please submit your resume to

Email: View email address on jobs.swagapp.com Subject Line: Personal Assistant Application

Employment Equity Statement

AIMA is an Indigenous-owned organization committed to equity, diversity, and inclusion. Preference may be given to qualified Indigenous applicants.