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Your Partners in Financial Success

Understanding Your Needs

We practice full disclosure, due-diligence, and client communication, while working in a collaborative atmosphere with our clients. Our services are designed to help you build a lasting foundation for lifelong financial security and personal success. This includes collaborating with other professionals to provide expert advice and best in class solutions.

Lindsay Sawyer Fay, BA, CFP, CLU, CHS Photo
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Lindsay Sawyer Fay, BA, CFP, CLU, CHS

Life Insurance Agent

Lindsay Sawyer Fay, BA, CFP, CLU, CHS

Life Insurance Agent - E. Sawyer Financial


Lindsay graduated from the University of Winnipeg in 2001 and has worked in financial services ever since. She helps clients find calm in chaos and works collaboratively to organize the many independent pieces of financial health into one cohesive plan. Her primary objective is to make clients feel organized, empowered and confident about their day-to-day wealth planning.  

For the last 20 years, Lindsay has been focused on delving into understanding the unique financial strategies of each of her clients and ensuring that their planning is optimized for their long-term personal goals. Lindsay is a firm believe in continuing education and obtained Certified Financial Planner designation in 2008. She subsequently obtained both her Chartered Life Underwriter and Certified Health Specialist designations as well.  She in continuing her studies in pursuit of continuous improvement and other accreditations.

 The Wpg Jets, Blue Bombers, the Blue Jays, Gymnastics and essentially all women’s collegiate sports have one of their most passionate fans in Lindsay. During the annual World Junior Hockey tournament, you can often find her in a well-loved (now 20yr old) Team Canada sweatshirt insisting that she’s the magic 7th player on the ice that they need to win. When she’s not watching, playing or inflicting sports on others, Lindsay loves spending time with her husband, Sam, and daughter, Carrie-James. While most of their time goes to being Mom & Dad, in her free time, Lindsay also attends as much of Winnipeg’s vibrant theatre and arts events as possible with season tickets to MTC, Rainbow Stage and various RWB and WSO performances.  When in search of downtime she enjoys puttering in her flower garden, hot yoga and spending time at the lake.

Jennifer Regalado Photo
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Jennifer Regalado

Client Sales Assistant

Jennifer Regalado

Client Sales Assistant - E. Sawyer Financial


With over 15 years of experience in  financial services, Jennifer is often the first voice clients hear when calling the office. She handles much of our administrative support with booking meeting and preparing account administrative documents. Jennifer joined E. Sawyer Financial in 2025 with previous experience in both insurance and banking with large global corporations. She has consistently received top performance accolades and multiple awards for excellence throughout her career.

Jennifer is passionate about financial literacy and has conducted numerous seminars to empower diverse communities. Her dedication to building lasting client relationships and her commitment to excellence make her a trusted partner in the financial services industry. Outside of work, Jennifer is a very proud Mom of a high school valedictorian and soon-to-be university student on a full academic scholarship.

Damilola Isadipe Photo
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Damilola Isadipe

Mutual Fund Advisor Assistant

Damilola Isadipe

Mutual Fund Advisor Assistant - E. Sawyer Financial


Damilola directly supports our clients and Lindsay by providing research and analysis for portfolio management. She also works closely with Lindsay on  developing of financial plans through analyzing and information gathering from our clients.  Dami is a seasoned financial professional who took her Canadian Securities Course in 2023 to obtain her investment licensing credentials. She plans on continuing her financial services education with additional certification and courses. With ten years of experience, Dami has been a continuous student of finance through both education and experience.

Dami enjoys being so closely involved in our client's financial planning and wellness. If you've come in to see us in the office, you've seen her smile light up a room. Her warmth is surrounds us at work and carries over to all her client interactions.

Tadiwanashe Chinoera Photo
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Tadiwanashe Chinoera

Client Sales Assistant

Tadiwanashe Chinoera

Client Sales Assistant - E. Sawyer Financial


Tadi joined E. Sawyer Financial in 2024 with several years of experience at a Big 5 Bank. She is passionate about risk management and supports our clients with a focus on insurance. Prior to entering the financial services industry, Tadi graduated from the University of Manitoba with a Bachelor of Labour Relations and minor in Business Management. With a strong foundation in customer service and financial operations, Tadi brings a calming presence as she helps clients navigate their financial health with clarity and care.

Tadi is especially passionate about financial literacy and envisions building systems that empower students and young adults to understand credit, manage finances, and close generational wealth gaps through education and technology.

Ciedelle Liong Photo
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Ciedelle Liong

Client Sales Assistant

Ciedelle Liong

Client Sales Assistant - E. Sawyer Financial


Ciedelle joined E. Sawyer Financial in 2025 as a Computer Science graduate with close to 10 years of experience supporting clients in online environments. At E. Sawyer Financial, she plays a key role in both marketing and client sales support—helping coordinate campaigns, manage client communications, and streamline internal processes. In addition to the many administrative tasks that Ciedelle manages, she plays a vital role in developing our social presence to enhance our connection with our clients. If you've seen any of our beautiful announcements, they've been created by Ciedelle. She is looking forward to putting her stamp on our social media.With a calm, detail-oriented approach and a strong background in digital tools and customer service, Ciedelle is dedicated to delivering smooth, professional support that keeps things running behind the scenes.