Meet Your Financial Coach
DARRYL SAMPSON, Financial Coach
Darryl Sampson is a former professional Canadian football player and a graduate of York University, where he earned a Bachelor of Arts in Economics and Law and Society. He was selected as the second overall pick by the Winnipeg Blue Bombers in the 1986 Canadian College Draft. Wearing number 30, Darryl played for the Blue Bombers from 1986 to 1995 and then donned number 33 for the Hamilton Tiger Cats in 1996. His decade-long career with Winnipeg was distinguished by participation in four Grey Cups, with championship victories in 1988 and 1990. He also earned a place on both the East and CFL All-Star teams in 1993.
After retiring from professional football, Darryl transitioned into coaching, becoming an assistant coach at his alma mater, York University, from 1996 to 1998, where he focused on coaching defensive backs and special teams. He later returned to the Winnipeg Blue Bombers as a guest coach in 2000 and served as an assistant coach during the 2001 and 2002 seasons.
In recognition of his contributions on the field, Darryl was inducted into the Winnipeg Blue Bombers Hall of Fame in 2004. His legacy extends beyond the football field, as he was also honored in 2023 as one of the first inductees into the Lester B. Pearson Hall of Fame, his high school's Hall of Fame.
In addition to his football and coaching career, Darryl has built a multifaceted professional life. He has worked as an accountant for The Yonge Street Mission in Toronto and has over 20 years of experience as a finance and accounting manager, treasurer, and comptroller. His expertise is further supported by his certifications in financial planning and behavioral finance.
Darryl is also an entrepreneur, licensed life insurance agent, licensed mutual fund agent, businessperson, as well as, a motivational and inspirational speaker. He is a published author, having written a memoir poetry book titled The Football Poet, which reflects his unique blend of athletic and creative expression.
Darryl resides in Mississauga with his wife, Angela, and have three adult daughters, Tinika, Octavia, and Janae.
Mission:
My mission as a financial coach is to empower individuals, solopreneurs, and small business owners to achieve financial stability and success by providing tailored guidance and education. I am committed to helping people navigate the complexities of personal and business finance with confidence and clarity. Through comprehensive financial business planning, I aim to equip clients with the tools, strategies, and mindset needed to take control of their financial and business futures. My goal is to foster financial and business literacy, enabling my clients to make informed decisions that align with their long-term goals and values, ultimately creating a lasting positive impact on their financial well-being.
Vision:
I envision a future where business entrepreneurship and financial freedom is accessible to everyone, regardless of their background or circumstances. By building strong, trust-based relationships with my clients, I strive to be a lifelong partner in their financial journey, helping them overcome challenges, seize opportunities, and reach their fullest potential. For businesses, I aim to provide the support necessary for sustainable growth and profitability, ensuring that they thrive in an increasingly competitive and evolving marketplace. My vision is to create a financially educated community, where individuals and businesses alike have the confidence to make sound financial decisions that promote security, growth, and prosperity.
Hons. BA Economics
Licensed Life Insurance Agent
Licensed Mutual Fund Agent
Duke University Certificate in Behavioral Finance
Hons. BA Law and Society
CIFP Certificate in Financial Planning
Contact
Get in touch for free 30-minute financial and/or business coaching consultation today! You will receive a response within 1 business day.
Let's Connect!
Visit us at our convenient location for expert financial and business consulting services.
Hours:
325 Front Street West, Toronto, ON M5V 2Y1
Contact:
(416) 450-7208
dsampson@finintelcoaching.com
Monday - Friday 9am-5pm
Darryl Sampson Financial Coach
FININTEL COACHING
Serving individuals, families, and small businesses across Canada.
© 2025 Finintel Coaching. All rights reserved.