Meet the Team

Ryan Henderson

Ryan Henderson


Senior Wealth Advisor & Senior Portfolio Manager

Ryan Henderson began his career in private wealth management in 2003. After building his own successful business, Ryan joined Bruce in 2008 and now leads the team at Henderson & Associates. Ryan is responsible for all high-level operations and partners with Bruce in all investment decisions within the discretionary portfolios. He is responsible for the long-term vision and strategic planning for the team. Ryan proudly has a well-established presence in many rural communities and is well-versed in agricultural business. Ryan and his team also have extensive experience working with multiple, large institutional clients including publicly traded and private corporations as well as endowment funds. For five consecutive years, Ryan was a member his previous firm’s Chairman’s Council, which recognized select advisors across the country for excellence in business management, client service and their contribution to the firm.

Ryan holds the following industry designations: Chartered Investment Manager (CIM®), Financial Management Advisor (FMA), Professional Financial Planner (PFP®), Fellow of the Canadian Securities Institute (FCSI) and Derivatives Market Specialist (DMS). He believes in life-long learning and is dedicated to constantly expanding his financial and investment planning expertise through education. He has recently completed the FEA (Family Enterprise Advisor) program which will be a unique and valuable addition to our team’s ability to better support multi-generational family businesses, high net worth and ultra-high net worth families. Ryan is a firm believer in having an entrepreneurial spirit in business and is a member of the firm’s Advisory Board, helping to craft policy and strategy for the firm and its advisors.

Ryan enjoys being involved in his community including having previously served as a co-chair on the United Way Cabinet. Ryan and his wife Andrea have a young son, Oliver, and live just outside of Winnipeg. In his spare time, Ryan can be found staying very active by enjoying the outdoors on their country property as well as at their family cabin.

Bruce Henderson

Bruce Henderson


Senior Portfolio Manager

With close to four decades in the investment industry, Bruce founded Henderson & Associates. His prudent and insightful investment expertise and portfolio management serve as the cornerstone of the Henderson & Associates discretionary investment models. His exemplary dedication to his clients over many decades continues with Henderson & Associates’ trusted client relationships which we continue to hold in the highest regard. In addition to his depth of market knowledge and experience, Bruce was a long-standing member of his previous firm’s Chairman’s Council for 24 consecutive years which recognized select advisors for excellence in business management, client service and their contribution to the firm. As a Senior Investment Advisor and Senior Portfolio Manager, Bruce continues to help provide long-term vision and strategic planning for the team.

Bruce earned a Bachelor of Arts Degree (Economics) from the University of Winnipeg and subsequently a Masters of Business Administration Degree (Finance) from the University of Manitoba. Bruce’s community involvement includes recently serving on the Manitoba Club membership committee and currently sits on the Investment Industry Regulatory Organization of Canada (IIROC) national hearing committee. Bruce spends much of his time very proudly serving on the Board of the Rossbrook House, which is a part of his family legacy. In his free time, he enjoys being social, staying active and spending time at the family cottage in Victoria Beach.

Andrea Henderson

Andrea Henderson

Senior Associate Wealth Advisor

Andrea has been in the Financial Services for close to twenty years; after gaining extensive experience in several different capacities, she joined Henderson & Associates in 2014. Now working closely with Bruce and Ryan, Andrea provides Wealth Management and Wealth Advisory support helping to manage client relationships. She has a dynamic approach to maintaining the Henderson & Associates values, keenly focused on exceeding client expectations with sincere empathy, efficiency and a pragmatic sense of humor!

Her deep understanding of the many challenges of running an expanding family enterprise proves helpful when working with many of our clients. She is able to put her years of experience to good work on the facilitation of all investment portfolios from simple to complex for many of our high net worth, ultra-high net worth and institutional clients. Andrea also works hard in the background, involved in strategic planning for the team as well as being key in running the discretionary portfolio trading software platform.

In addition to attending the University of Winnipeg and being a graduate of Red River College, Andrea has completed a number of courses through the Canadian Securities Institute, including the Canadian Securities Course and the Wealth Management Essentials course. She also completed an industry-leading training program to become a licensed Associate Wealth Advisor. Outside of work, Andrea spends time with her husband Ryan Henderson and their young son, Oliver. An experienced horseback rider, Andrea always loves to be outdoors. She enjoys spending time with their family, two bulldogs, travelling and staying active.


Jolene Hall


Associate Investment Advisor, Senior Wealth Planner

Jolene has a long history in the investment industry starting back in 1994. She has been with Wellington-Altus in Winnipeg, MB since its inception in 2017. Most recently she has spent her time working with advisory teams and their clients in Manitoba and Saskatchewan providing wealth planning guidance for families, business owners and high-net-worth individuals. Jolene is also licensed to provide life, accidental and critical illness insurance solutions.

Jolene began working in the investment industry on the advisory team side and is known for providing sound guidance and exceptional client service. A life-long learner, she is always looking for the next course to enroll in to further her education and professional expertise. To date, she has completed the Canadian Securities Course, The Conduct and Practices Handbook Course, and has earned her CFP®, PFP, CLU, CHS® and her TEP designations.

Jolene is excited to get back to her roots by joining the Henderson & Associates team! She is committed to adding her depth of expertise in the planning area and to continue expanding our client relationship management excellence.

Outside of work, Jolene’s teenage son keeps her busy with his activities; she enjoys watching him play hockey in the Winter and spending time together at the lake in the Summer. Jolene can often be found enjoying the company of family and close friends.

Jacquelene Yakubicka

Jacquelene Yakubicka


Jacque started in the Financial Services industry in 2006 and joined Henderson & Associates in 2015. Anyone who knows her immediately understands that Jacque has remarkable creative and organizational skills as well as a charming and lively approach to client service and nurturing client relationships. She quickly took on the role of running our administrative team and continues to provide our clients with exceptional service and care. It is with careful, persistent effort and focus that she keeps our team well organized and running smoothly all while making it look effortless and having fun!

In her free time, Jacque enjoys spending time with her husband Ryan and their two young children, Lexi and Logan at their home outside of the city. Whether in their pool, gardening or out driving their quads, Jacque can often be found outside staying active with their kids, surrounded by extended family and friends.

Michael Knysh


Michael graduated from the Asper School of Business with a Bachelor of Commerce in 2021 and immediately started working in the Financial Services industry. After spending a year on the Wellington-Altus Advanced Wealth Planning team, Michael joined Henderson & Associates in the Summer of 2022. He brings a shared value of providing care and exceptional service for each client that works with our team. Michael is passionate about ensuring clients are set up properly for any of their wealth needs and is currently pursuing his CFP® designation to further his education and enhance the value our team provides.

In his free time, Michael thoroughly enjoys going out and playing a round of golf. Aside from being on the links, you can find him surrounded by friends and family or enjoying the outdoors at the cabin.


Layne Fogg

Administrative Associate

Layne began her career in the financial services industry on the banking side in 2005. She graduated from the University of Manitoba in 2008 with a Bachelor of Arts and quickly climbed the ranks on the client service side, winning a number of awards for her attention to detail and her caring and empathetic approach to providing creative solutions for clients.  Layne joined Henderson & Associates in the Fall of 2022 to add her excellent support skills to the administrative client service side of our team and is excited to be working directly with our clients.

When not at the office, Layne can be found enjoying time with her husband Alastair, their two young kids Myles and Audrey, and their two dogs. She truly loves to entertain close friends and family and looks forward to their annual family trip West to spend time adventuring in the outdoors!

Our Extended Team

Connie Gale

Connie Gale

B.Ed, CFP®, CHS®

Associate Vice-President, Wellington-Altus Insurance Inc.

Connie joined Wellington-Altus Private Wealth in 2019. Based in Winnipeg, she works closely with advisors and clients to preserve and pass on wealth. With over 20 years in the financial services industry, Connie takes pride in fostering strong relationships built on trust and integrity.

Connie graduated from the University of Winnipeg with a Bachelor of Education and holds her Certified Financial Planner (CFP®) and Certified Health Specialist (CHS) designations. She is licensed across the country to provide life, accidental and critical illness solutions through Wellington-Altus Insurance Inc.

She loves to cook, enjoys travelling and is fanatic about baseball. Between May and September, she can be found at Shaw Park with her husband Clint and daughter Madison cheering on her hometown Winnipeg Goldeyes.