Executive Assistant

Job Title: Executive Assistant (Term)

Start Date: July 7, 2026

Term End Date: March 31, 2028 (with strong potential for a permanent Position)

Reason for Term: Mat Leave

About Trilogy Wealth

Trilogy Wealth is a premier Wealth Management and Financial Planning firm in Winnipeg, MB, built on a simple belief: when our team thrives, our clients thrive. We serve high-performing individuals and families who trust us to build and protect their wealth and we bring that same level of intention to how we build our team.

We're a lean, high-trust group that values autonomy, forward thinking, and flexibility. We don't micromanage we set a high bar and give you the tools, support, and freedom to meet it in your own way. If you're someone who takes ownership, embraces innovation, and wants to grow inside a firm that's genuinely invested in your success, you'll fit right in here.

We're are a lean, low-stress but highly driven team looking for a sharp, self-directed Executive Assistant to support our Partner Advisors during a maternity leave term with real potential to grow into a permanent role. This is a dynamic, high-impact role at the center of how our firm operates day to day.

You’ll act as the connective tissue between our advisors, portfolio managers, and clients anticipating needs, removing friction, and keeping things running seamlessly. You’ll be empowered to make judgment calls, bring new ideas to the table, and leverage AI tools to work smarter, not harder.

• Own and manage the calendars and scheduling of Partner Advisors with precision and foresight
• Serve as a key liaison between clients, advisors, and portfolio managers ensuring nothing falls through the cracks
• Handle professional correspondence, task management, and organizational workflows on behalf of senior advisors
• Identify and implement better ways of doing things we actively welcome process improvements
• Leverage AI and other digital tools/platforms to streamline workflows and enhance team productivity
• Provide nimble, proactive support wherever it's needed across the office

• A bachelor's degree, diploma, or equivalent professional experience
• 3+ years in financial services or wealth management is a meaningful asset
• Comfort and curiosity with digital tools and AI including CRM platforms, Notion, Claude AI, ChatGPT, and similar tools
• Exceptional communication skills and a client-first mindset
• A natural ability to prioritize, pivot, and manage multiple streams of work without dropping the ball
• Proficiency in Microsoft 365 (Outlook, One Drive, SharePoint, Teams)
• A high degree of autonomy you don't wait to be told what needs to be done

• Competitive base salary + performance bonus
• Comprehensive benefits package
• Genuine flexibility we care about output, not optics
• Real runway for growth this term role has strong potential to become permanent