Cross Border Wealth Associate Apprenticeship

2 weeks ago


Winnipeg, Canada iA Private Wealth Full time

**Location**: Winnipeg, MB (In-Person)

**Job Type**: Apprenticeship (Full-Time, 40 hours/week)

**Pay**: From CA$16.00 per hour (entry-level apprenticeship rate with rapid advancement potential)

**Benefits**: Full reimbursement of licensing courses covered

**Position Overview**

**Joe Macek | Private Capital at iA Private Wealth and iA Private Wealth USA** is seeking motivated individuals for our **Cross Border Wealth Associate Apprenticeship** program. This is an **entry-level position** designed for those who want to launch a meaningful career in wealth management but may not yet have direct industry experience. If you are disciplined, coachable, and eager to learn, this role offers the opportunity to earn while you gain the skills, training, and licensing required to become a licensed wealth advisor.

Our practice is growing rapidly across Canada and the United States, **with a strong focus on expansion in Texas — one of North America’s fastest-growing wealth markets.** By joining us, you will be immersed in a high-performance environment that combines structured learning with hands-on client exposure. This apprenticeship is designed to take individuals with potential, without financial services experience, and help develop them into elite cross border advisor specialists capable of serving high-net-worth clients in Canada and the US.

**What You Will Do**

As an apprentice, you will start by learning the fundamentals of a wealth management practice while supporting our team’s day-to-day operations. You will assist with client relationship management, helping prepare for meetings, following up on communications with new prospective clients, and learning how trust and service are built in a professional environment. You will also gain practical training in how client accounts are opened, transferred, and managed, giving you valuable knowledge of how a wealth management practice operates.

From there, you will be introduced to the broader areas of wealth planning. Under the mentorship of experienced advisors and portfolio managers, you will learn about Canadian and U.S. tax considerations, financial planning strategies, and retirement projections. You will also gain exposure to insurance solutions, estate planning strategies, and the role these play in protecting and growing client wealth. On the investment side, you will be trained in the fundamentals of asset allocation, stock selection, portfolio construction, and trade implementation — learning directly from seasoned professionals who manage client portfolios every day.

Throughout your tenure, you will also dedicate time to your professional development. Licensing and education costs are covered, and you will study toward securities and insurance licenses, In addition to technical skills, you will take part in marketing and outreach initiatives, supporting communication campaigns that help expand our presence across Canada and the U.S. Finally, you will learn the importance of compliance and record-keeping, ensuring that all activity meets the strict regulatory standards required in both jurisdictions.

**Who We Are Looking For**

This is an **entry-level role**, and no previous experience in finance is required. What we are seeking are individuals who bring discipline, resilience, and a strong work ethic. Many of the qualities we value most are found in those with competitive athletic backgrounds, particularly in hockey or other high-level sports, where teamwork, coachability, and persistence are second nature. Strong communication skills, attention to detail, and the ability to stay organized are essential.

**Compensation and Career Path**

This apprenticeship begins at **$16 per hour**, providing a paid foundation while you develop the knowledge and skills required for future success. Unlike many entry-level jobs, this program is structured as the first step in a **clear, long-term career pathway**.

Within **12 months**, strong performers will advance to the **Associate Advisor level**, where you can participate in a **shared compensation structure as an associate partner**. At this stage, earnings can rise rapidly depending on your success, with compensation directly tied to your **work ethic, initiative, and performance**. Unlike firms where new advisors must build their practice entirely from scratch, our team generates new prospective client business opportunities and provides a steady flow of **leads** to accelerate your success.

As you take on greater advisory responsibilities, you will gain access to **six-figure income potential**, with top performers positioned to build toward **seven-figure earnings** over time. This career path also offers leadership opportunities within a fast-growing cross-border wealth management practice.

**About Us**

**Joe Macek | Private Capital** at **iA Private Wealth and iA Private Wealth USA** is a premier cross-border wealth management team specializing in serving clients with financial needs spanning



  • Toronto, Montreal, Calgary, Vancouver, Edmonton, Old Toronto, Ottawa, Mississauga, Quebec, Winnipeg, Halifax, Saskatoon, Burnaby, Hamilton, Victoria, Surrey, Halton Hills, London, Regina, Markham, Brampton, Vaughan, Kelowna, Laval, Southwestern Ontario, R, Canada MCA Cross Border Advisors Inc. Full time

    A specialized financial planning firm is seeking a Senior Cross Border Tax Associate to provide high-quality tax compliance and advisory services. Responsibilities include preparing U.S. tax returns, conducting tax research, and supporting cross border tax planning. Ideal candidates have 3+ years of U.S. tax experience and a focus on cross border issues....


  • Winnipeg, Canada Frontier Supply Chain Solutions Inc Full time

    **Cross Border Coordinator** Frontier Supply Chain Solutions Inc. (Frontier) is a medium sized provider of US and Canadian Customs Services, Trade Consulting, Supply Chain Logistics, including parcel and courier delivery. We are seeking an experienced and motivated logistics professional to join our Logistics team. As a Cross Border Coordinator, you will...


  • Winnipeg, Canada Frontier Supply Chain Solutions Inc Full time

    **Cross Border Coordinator** Frontier Supply Chain Solutions Inc. (Frontier) is a medium sized provider of US and Canadian Customs Services, Trade Consulting, Supply Chain Logistics, including parcel and courier delivery. We are seeking an experienced and motivated logistics professional to join our Logistics team. As a Cross Border Coordinator, you will...


  • Winnipeg, Canada Grenier Group Full time

    A growing tax advisory firm in Winnipeg is seeking an Entry Level Corporate Associate to focus on technical tax preparation and client management. The role offers competitive pay and the chance to grow within a team specializing in corporate and cross-border tax advisory. Ideal candidates are motivated individuals with an undergraduate degree in accounting...


  • Winnipeg, Canada Grenier Group Full time

    A growing tax advisory firm in Winnipeg is seeking an Entry Level Corporate Associate to focus on technical tax preparation and client management. The role offers competitive pay and the chance to grow within a team specializing in corporate and cross-border tax advisory. Ideal candidates are motivated individuals with an undergraduate degree in accounting...


  • Winnipeg, Canada Aviso Wealth Full time

    Job Description Job Description Reporting to Vice President, ACU Wealth, the AVP is responsible for supporting the development of operational and business plans, and accountable to the execution of annual business plans which support Assiniboine Credit Union / Caisse Assiniboine (ACU) in achieving its strategic goals, vision, mission, purpose and are aligned...


  • Winnipeg, Canada Aviso Wealth Full time

    Job Description Job Description Reporting to Vice President, ACU Wealth, the AVP is responsible for supporting the development of operational and business plans, and accountable to the execution of annual business plans which support Assiniboine Credit Union / Caisse Assiniboine (ACU) in achieving its strategic goals, vision, mission, purpose and are aligned...


  • Winnipeg, Manitoba, Canada Wellington-Altus Private Wealth Inc. Full time $50,000 - $80,000 per year

    Wealth Management AssociateLocation: This position will be based out of our Winnipeg office.About Wellington-AltusFounded in 2017, Wellington-Altus Financial (Wellington-Altus) is the parent company to Wellington-Altus Private Counsel Inc., Wellington-Altus USA Inc., Wellington-Altus Insurance Inc., Wellington-Altus Group Solutions Inc., Independent Advisor...


  • Winnipeg, Canada Aviso Wealth Inc Full time

    Reporting to Vice President, ACU Wealth, the AVP is responsible for supporting the development of operational and business plans, and accountable to the execution of annual business plans which support Assiniboine Credit Union / Caisse Assiniboine (ACU) in achieving its strategic goals, vision, mission, purpose and are aligned with ACU’s values. In...


  • Winnipeg, Canada Aviso Wealth Inc Full time

    Reporting to Vice President, ACU Wealth, the AVP is responsible for supporting the development of operational and business plans, and accountable to the execution of annual business plans which support Assiniboine Credit Union / Caisse Assiniboine (ACU) in achieving its strategic goals, vision, mission, purpose and are aligned with ACU’s values. In...