Our team


Robert C. Caldwell

Director, Wealth Management & Investment Advisor

Robert has been a leader in the Kitchener-Waterloo investment community for more than 45 years. During that time his experience has taught him that client-centric processes and personalized solutions are the keys to financial success.

He has held many senior roles within the investment industry and on corporate boards, including as founder of his own investment firm, Member of the Board at the Investment Dealers' Association - a predecessor of the Investment Industry Regulatory Organization of Canada (IIROC), Member of the Board at the Waterloo Brewing Co. (Formerly, Brick Brewing Co.), and Member on the Board at Kitchener-Wilmot Hydro.

Robert is also an active member of the community, having served on the boards of both the University of Waterloo and the Wilfrid Laurier University School of Business and Economics. He was recognized as a Paul Harris Fellow by Rotary International and, in 2002, named an Honorary Senior Fellow of Renison College (University of Waterloo).


Justin D. Caldwell, H.BA

Associate Investment Advisor


Justin is the newest member of the Caldwell Group having joined in January of 2016. He comes with a background at one of Canada's premier think-tanks where he refined his skills in analysis and relationship building by developing strategic partnerships with Canada's leading CEOs and senior government stakeholders.

Justin is committed to helping clients from the discovery process through to investment selections and portfolio monitoring.



Carita Yosurack

Associate Investment Advisor

Carita has been a core member of the team for 40 years. During that time she has excelled at providing clients with the highest standard of care. In addition to fulfilling client requests and monitoring accounts, Carita's proficiency at administrative support allows the team to focus more of its time directly with clients and their portfolios. Carita is fully licensed as an Investment Advisor.


Maureen Glenn, B.A., CFP®, FLMI, ACS, AIAA

Manager, Tax & Estate Planning

Maureen uses her financial planning experience and leadership skills to ensure the smooth delivery of Tax & Estate Planning services. She uses her technical expertise to develop comprehensive wealth plans, working with investment advisory teams from engagement with the client to the final presentation, and also supports our Investment Advisors with just-in-time inquiries and the development of educational materials.

Maureen joined our firm in March 2006 on the Equity Capital Markets team. In that role, she was responsible for all equity and structured product new issues and proprietary private equity offerings in the firm.

Maureen’s previous career was focused in the Insurance Industry where she had worked since 1986. She delivered licensing and product training and also coached advisors on financial planning software, and later took on the role of Financial Services Advisor.


Jason Middleton, CSC, CFP

Individual Insurance Consultant*

Jason's financial and accounting background allow him to take a comprehensive approach to advanced Estate and Insurance planning for clients. His "educate first" approach resonates well with clients, who feel that his solution-based recommendations are tailored to their individual needs.

Jason earned a Bachelor of Business Administration with Honors in Accounting and Corporate Finance in 1999 from the University of New Brunswick. He began working on his CA with Deloitte and Touche in 2001 after taking a sabbatical to train and try out for the Canadian Olympic Swim Team. Upon returning to the work force Jason completed the Canadian Securities Course (CSC) and earned his Certified Financial Planner (CFP) designation in 2003.

* Insurance services offered through Richardson GMP Insurance Services Limited. Jason Middleton is the owner of The Producers Planning Group.