Our Team

Tyler Chapman joined BMO Private Investment Counsel in 2023 after advising Canadian public and private pension plans, endowments, foundations, as well as sophisticated affluent and ultra-affluent families and their family offices. He moved from the institutional world to the advisory side of the industry because he felt that working directly with end clients to achieve their goals was the most rewarding and meaningful aspect of his work.

Previously, Tyler had worked in leadership roles with two prominent asset management firms, honing his skills in portfolio construction, risk mitigation and security analysis. Before that, he worked as a Product Manager with BMO Nesbitt Burns for several years.

Tyler holds the Chartered Financial Analyst (CFA®) designation, and MBA from Queen’s University after completing his undergraduate business degree from Western University. He is a member of the Toronto CFA Society and the Cataraqui Golf and Country Club in Kingston and a former member of the Scarboro Golf and Country Club. Tyler enjoys getting involved in outdoor charity work such as tree planting and community gardening projects.

After spending his early childhood in the UK, Tyler’s family settled in Unionville, Ontario. After 20 years in Toronto, He and his wife Kelly, a fellow Queen’s grad, moved with their young sons Henry and James to Kingston in 2023. Together they enjoy a multitude of outdoor activities, including golf, hockey, tennis, hiking, and relaxing at the family cottage in Gananoque. Tyler also enjoys reading non-fiction books, but never strays too far from a good sci-fi novel either.

As an Associate Investment Counsellor at BMO Private Wealth, Bailey provides discretionary investment management services to high net worth individuals, corporations, trusts and foundations in Kingston and the surrounding area.

Bailey previously worked as a Portfolio Analyst with BMO Private Wealth in Toronto, where he conducted research on equity, fixed income and alternative investment products for BMO Private Investment Counsel. Before starting his professional career, Bailey graduated from the Smith School of Business at Queen’s University with a Bachelor of Commerce (Honours). Bailey is also registered as an Advising Representative with the OSC and is an active CFA Charterholder with the CFA Institute.

Bailey and his wife spent a significant amount of their lives growing up in Gananoque, which is where they met before attending Queen’s University together. They worked over half a decade in Toronto before moving in 2025 to be closer to family in Kingston and the Thousand Islands area; the supportive community which they grew-up in and love. In their spare time they enjoy golfing, boating, watching professional sports and travelling internationally.

With over 17 years in the financial services industry, Aimanda Dirksen has joined the BMO Private Wealth team as Portfolio Assistant. Aimanda has spent the majority of her career at BMO in management roles, and has developed a strong skillset in customer service, organization, and strategic planning which are essential to supporting the needs of the BMO Private Investment Counsel team. Aimanda is focused on building strong client relationships and collaborating with Bailey and Tyler to best support their clients.

Aimanda grew up in the South Frontenac community, where she currently resides with her husband Everett and sons Mac and Levi. In her personal time you can find her at their cottage on Loughborough Lake wake surfing, paddle boarding, and spending quality time with their extended family and friends.