Our client is a boutique, entrepreneurial wealth advisory firm that does things differently.
Working with successful business owners and incorporated professionals, the team is known for its highly personalized approach to financial planning and for making a meaningful difference in the lives of its clients.
With a tight-knit team, ambitious plans for growth and a solid culture of collaboration, this is a business that values people who bring ideas, take ownership and care deeply about the experience they create for others.
This is a role for an experienced Executive Assistant who wants to do more than manage calendars or coordinate logistics. It is an opportunity to become a trusted partner to senior leaders while also helping shape a truly exceptional client experience.
At the same time, you will help bring a white-glove level of hospitality to client interactions
- from thoughtful arrivals and personalized touches to more consistent, memorable service.
Provide high-trust support to senior partners, managing competing priorities and complex calendars with confidence.
Act as a thoughtful gatekeeper, helping protect executive focus and coordinate requests with sound judgment.




Manage travel arrangements, meeting logistics, selected projects and follow-through.
Coordinate expenses, receipts and financial administration with bookkeeping partners.
Own CRM accuracy, confidential information and essential office systems.
Help create a consistently exceptional client experience through hospitality, gifting, events and thoughtful personal details.
Identify service gaps, improve processes and keep day-to-day office operations organized.3+ years directly supporting senior executives, founders or multiple principals.
Genuine client-facing experience and a natural appreciation for polished, personal service.
Experience with CRM systems, expenses and everyday business technology.
A desire to build a long‑term, high-impact career as an exceptional Executive Assistant.
A workplace that values health, wellness and personal development.68,000–$80,000 annuallyExtended health and dental benefitsOn‑site parking, gym, sauna and cold plungeThe salary range is a target and reflects differing levels of experience and proficiency within the role.

📌 Virtual EA (Winnipeg)
🏢 Outlier Search Group
📍 Winnipeg