Meet The Woolcott Team
We know what it takes to build a successful real estate business: a professional team committed to client success and skilled in multiple areas. Drew and Jayne Woolcott came into the business with this belief and pioneered it from day one.
Since then, we have assembled a team of experts capable of handling both your buying and selling needs – salespeople to get more for your home, and dedicated buyer agents to find precisely what you need.
Our Team of Experts
Come and meet some of the faces who contribute to our past, present and future success - learn a bite more about the Woolcott Team Today:
Broker Of RecordContact Drew Read Testimonials
Drew Woolcott is the broker of record and driving force behind The Woolcott Team, the most successful team in the Hamilton-Burlington market by sales volume in 2020.
Drew has led the team since the early 1990s when he started out as a solo agent, and has grown it into the business it is today – conducting over 500 transactions and 300 million dollars in total sales volume annually, and over $2,300,000,000 in aggregated sales volume.
Drew’s success can be attributed to his early career days studying the real estate business. Drew recognized that in order to be successful, he couldn’t do it all without the proper systems and support. Drew developed an innovative team system, which is still the foundation for the company’s success today. Sales agents are distinguished between listing and buying agents and work to their strengths, and are supported by a full roster of administrators, marketing and management all with specialized roles and talents to ensure mastery. These factions work smoothly together to deliver the best possible consumer experience.
Drew is consistently recognized by his peers for his unparalleled results. He routinely ranks first in Ontario for residential real estate transactions for RE/MAX. He received RE/MAX’s distinguished Circle of Legends Award in 2010, which is reserved for those who have reached the highest level of achievement throughout one’s real estate career. Drew is also a consistent winner of RE/MAX’s Diamond Club Award.
In 2017, Drew and his team placed 2nd for RE/MAX teams in Canada and 18th in the Top 100 Teams Worldwide. This is an outstanding accomplishment, considering RE/MAX currently has over 90,000 Sales Associates, in more than 6,300 offices, operating in more than 85 countries worldwide.
Outside of The Woolcott Team, Drew is prominent investor, both locally and abroad. He has investments in residential real estate throughout the Greater Toronto-Hamilton area. He is also involved in a number of solar energy projects, having recognized the potential in this category early on. Drew has brought his investment savviness to residential developments and investment properties in Savannah, Georgia.
Born and raised in the Hamilton area, Drew is proud of his hometown roots. He currently lives in East Flamborough on a hobby farm. Drew spends as much time as he can enjoying the culture of the downtown core, ideally with his wife and business partner Jayne and their four children.
Sales RepresentativeContact Jayne Read Testimonials
Jayne is a member of RE/MAX’s 100% Club and of their prestigious Hall of Fame. Jayne will share with you Quality Service, Boundless Energy, Professionalism and most importantly all the Information you require to arrive at the proper real estate decision.
Sales RepresentativeContact Lisa Read Testimonials
Friendly, personable and professional. Lisa believes that you deserve the support and experience that she’s able to give you when selling your home. She is a consistent member of RE/MAX’s 100% Club, which recognizes the high volume of transactions Lisa completes each year. Lisa builds strong relationships with buyers, sellers and other realtors.
One of her greatest strengths is her understanding of people and ability to “work it out”. Lisa is busy, busy in this business giving her a strong understanding and knowledge of the market. Lisa joined the Woolcott Team in 2006 and is thankful for the support she receives from her family and from Drew, Jayne and the Team.
Cheryl began her real estate career in 1992 working for a commercial real estate firm in Toronto. Initially, she worked in research and marketing, quickly progressing to property management, managing the leasing for an office and industrial portfolio. Cheryl always wanted to work in residential real estate and eagerly joined the Woolcott team in 2006.
As a Sales Representative, Cheryl is patient, hard-working, resourceful and takes great care to ensure her clients are well represented throughout the transaction. Cheryl is a proud recipient of the RE/MAX 100% Club Award, RE/MAX Hall of Fame and RE/MAX Platinum Award.
Sales RepresentativeContact Sheryl Read Testimonials
Sheryl is passionate about real estate. She started her real estate career in 1986 as a sales and marketing coordinator for a new home builder, ventured into commercial real estate in 1989 where she managed a portfolio of over 2 million square feet of retail space and then began her real estate career with RE/MAX in 2010. Sheryl’s primary focus is to provide quality customer care with a high level of professionalism, enthusiasm, knowledge and dedication. Her lasting relationships with her clients have been built on understanding, trust and integrity.
Sheryl appreciates what it takes to be a successful, well-respected realtor as she is focused and energetic giving 100% to each and every client. She is pleased to be a supporter of the Children’s Miracle Network with a portion of every commission donated to support this charity. Since 2011, Sheryl has consistently been recognized for her high achievements. She is the proud recipient of the RE/MAX Hall of Fame award (2017), RE/MAX Platinum Club award (2017), RE/MAX 100% Club award (2012 to 2016, 2018) and RE/MAX Executive award (2011).
Sales RepresentativeContact Paul Read Testimonials
Paul has enjoyed many years of sales success in different careers throughout his life. In 2011 he discovered his passion for real estate and quickly excelled at building a business and a name for himself. After meeting with Drew Woolcott, Paul knew the Woolcott Team was a perfect fit for his vision and real estate passion. By combining an organization with superior marketing and team support, Paul was able to improve the level of service his clients receive to a new standard.
Paul is known for his easy going, friendly and knowledgeable approach when working with sellers and buyers. By leveraging his years of real estate experience, Paul will ensure you are guided through your transaction with ease and confidence. Having trust in your Realtor is extremely important, especially when it comes time to negotiate your purchase or sale. Paul has the experience and track record to get the deal done for you.
Paul will go to bat for you when it matters most!
Todd was born and raised in Burlington. After graduating from Brock University with a B.B.A. in Marketing, he moved to Waterdown years ago to raise his family. Todd knows the Burlington and Waterdown area very well. He enjoys being actively involved in the community as a volunteer coach and trainer at the local Hockey Association.
In his professional life, Todd brings over 20 years experience as a local entrepreneur specializing in residential real estate, renovating and staging investment properties. His years as a local contractor gives Todd a unique understanding of home construction and home valuations.
Todd’s experience is outmatched only by his drive and work ethic. He works hard to help his clients find the home they want with honesty and a smile.
Sales RepresentativeContact Marty Read Testimonials
Marty is a successful entrepreneur and business person and has spent many years working in the Burlington and Hamilton areas. After selling his Hamilton printing business, which he owned for more than 20 years, Marty set his sights on real estate. He was drawn to the industry as it gave him an opportunity to connect with clients and help them through the home-selling process.
Always one to put the needs of his clients first, Marty joined The Woolcott Team as he found a kindred spirit in providing customers true value. In joining the team, he is able to provide the best possible service to his clients by ensuring they have the top marketing and processes in place to sell their homes faster and for more money.
Outside of real estate, Marty is a big believer in fostering community spirit and spends much of time and resources to community groups. He coached hockey in Burlington for many years, and now serves as the Chair of the Board of Directors for the Burlington Chamber of Commerce, helping businesses find life in our area.
A proud lifelong resident of Halton, Michelle is a dedicated, determined and driven real estate agent. As a successful listing agent with the Woolcott Team, Michelle treats every client with the upmost respect and differentiates herself by always going out of her way to ensure her clients’ real estate wishes and needs are not only met, but exceeded.
Her integrity is appreciated by her clients as she focuses on advising them honestly, not just telling them what they want to hear. Her many clients over attest to the unparalleled customer service and real estate knowledge Michelle displays on a daily basis.
Michelle’s goal is to build long-term business relationships with all her clients. With strong negotiating skills and a commitment to exceptional service, Michelle is honoured to be part of your real estate transaction.
Sales RepresentativeContact Kaleigh Read Testimonials
Real Estate has been a passion of Kaleigh’s since her first year at Queen’s University. At the time, Kaleigh could be found procrastinating doing her psychology homework because she was engrossed in a real estate article, home stats, researching investment strategies, and anything HGTV, home renovation, and architecture.
It’s safe to say Kaleigh has felt at home with the Woolcott Team, pursuing that very passion every day over the past 6+ years. Her experience coupled with her genuine care for her clients will lead them to making comfortable informed decisions in one of the biggest investments for their future.
Kaleigh’s drive and hardworking nature backed with the Woolcott Team’s superior marketing and team approach enables her to find solutions suitable for her clients specific needs in a timely fashion.
Kaleigh also finds time to volunteer with local animal shelters, run a bi-monthly book club in Waterdown, and carve out family time for her husband, daughter, and dog Dover daily.
Melissa has more than 25 years of experience as an entrepreneur, communications specialist and real estate professional. This combined experience has armed Melissa with great attention to detail, a high level of professionalism and superior customer service to best support her clients every step of the way through their home buying journey. She has been recognized by her peers as a top performer and, in 2016, became a part of RE/MAX’s 100% club in 2016 – a testament to her expertise in sales. Melissa credits much of her success to consistently putting the needs of her clients first.
Melissa lives in Burlington with her husband and three children and has strong family ties to Grimsby. She is a graduate of the University of Toronto with an Honours degree in Psychology. Melissa is also active in her community and supports Community Living and The Good Shepherd.
Sales RepresentativeContact Charlie Read Testimonials
Upbeat, easy-going and passionate about people, Charlie looks forward to helping all her buyers find the perfect home they’re looking for.
Her background in consumer marketing and public relations developed her commitment to high-quality customer service, and this, paired with her desire to help others reach their goals, is what she loves about her work.
Her career in real estate began developing editorial and promotional materials for several large scale developers in the GTA and her love of real estate grew from there.
Charlie has been an award-winning RE/MAX agent for over five years.
Tina has been a licensed realtor since 1997 and is an accomplished Member of the RE/MAX Hall of Fame. She was raised in Burlington and now resides in Waterdown with her husband. Her husband is a pilot with Sunwing and you are sure to benefit from travel discounts for future travel! She has been fortunate to experience living in England, Scotland, South Africa, France and Poland. Her most memorable moments have been on a Safari among lions, elephants and giraffes and scuba diving with sharks and dolphins.
Tina applies the same exuberance to life with buyers to find the perfect home! Tina is dedicated to making sure her clients feel knowledgeable and confident in their Real Estate decisions. She is exemplary in quick communication and patience is her virtue. For the past 15 years Tina has worked with the Top RE/MAX Teams in the industry. Tina is experienced in residential and condominium resale, new home sales, rural residential sales, luxury home sales and offers specialized knowledge from starter home to the forever home. She welcomes all past clients and new clients to contact her today!
Peter brings an honest and outgoing energy to everything he does, and real estate is no exception. A licensed full-time Realtor®, Peter has literally been immersed in the real estate industry his entire life and has learned the hard work and dedication required to succeed for his clients.
Peter’s upbringing and training are responsible for his discipline and the follow-through attitude he brings to his work. Peter, a Waterdown/Hamilton area native, is well informed of the happenings in the area and has been exposed to the constantly changing real estate market.
As a buyer agent with the Woolcott Team, Peter is dedicated to finding his clients the right home and will work tirelessly to ensure a seamless purchase. “Since Peter started in real estate, he has been consistently recognized for his high achievements. He is the proud recipient of RE/MAX Executive award (2016) and RE/MAX 100% Club award (2017-2018).
I attended Queen’s University and began my career in the field of legal education, I pride myself on my negotiation and communication skills. I have had the pleasure of experiencing many different cultures travelling and living abroad and am comfortable dealing with varied clientele.
I value open dialogue, honesty and transparency in each interaction with both clients and customers. I have a number of investment properties in the Hamilton area, which gives me an intimate knowledge of the real estate market from a very personal angle.
I was born and raised in Dundas and I am proud to call Dundas my home. I truly look forward to assisting you as you undertake your journey in real estate.
After 25 years in the consumer packaged goods industry, Marnie decided to take on real estate where she could combine her stellar customer service skills with passion for helping clients find their perfect home.
Marnie joined the Woolcott Team as a buyer agent, where she is following her dream in finding buyers’ their home through a smooth, enjoyable and flawless experience. Marnie is well-regarded by her clients for her tenacity, dedication and loyalty throughout the home-buying process.
A long-time resident of Waterdown, Marnie loves the wonderful community and all it has to offer. She enjoys spending time with her husband, two children and furry family friend, Maizie.
Linda’s passion for real estate started 13 years ago. She was first exposed to real estate when she was offered a leasing consultant role for a reputable property management company in Texas. In a very short period of time, Linda worked her way up to a property manager role.
Not only has Linda developed a passion for real estate over the years working as a property manager but the satisfaction of serving clients and helping them find a place they can call home is extremely fulfilling and has played a crucial role in her journey.
Linda has also worked for and with investors and as an investor herself, has expanded her knowledge on investment properties and is now excited to help Canadian families find investment opportunities.
Linda graduated from the University of Texas in Business Management in 2004 however, the hands on experience of her previous roles has taught her more than anything else.
In her spare time, Linda has a passion for the practice of Yoga. It helps her find the perfect balance in life!
Sales RepresentativeContact Yvonne Read Testimonials
Yvonne brings an extensive entrepreneurial background to The Woolcott Team. After starting a business at the age of 19, which remains successful today, Yvonne joined the Woolcott Team as a buyer agent and provides a professional, high-quality level of service and dedication to her clients in order to help them make their best move.
She is dedicated to helping her clients find the perfect home and making the buying and selling process easy and enjoyable. She brings a positive, upbeat attitude to everything she does and prides herself in not only meeting but exceeding her client’s expectations and providing the best experience possible. Yvonne is fluent in both Polish and English, and is happy to use either when working with clients!
Yvonne is very passionate about real estate! This passion developed after purchasing and completely renovating her own property. Renovating her own property has let Yvonne develop a great working knowledge of construction and renovation. Her well-rounded background, knowledge, skillset, and passion for real estate will help all her clients achieve their real estate goals.
With an inherent passion for helping people, the real estate industry is exactly the right fit for Nicole Gooding, a buyer agent with The Woolcott Team. There is a vulnerability that people can experience while buying or selling a house and Nicole finds tremendous fulfillment in knowing that she has skillfully protected them throughout it.
Nicole maintains a keen awareness of market conditions and applies that knowledge for her client’s advantage. Her determination and tireless work ethic ensures Nicole consistently actualizes her client’s vision. As a third generation Realtor, Nicole leverages that pedigree and years of experience to produce the most rewarding outcome possible for her clients.
She brings an organized and focused approach with strong communication at the centre of all client relationships. Nicole believes in integrity and immersing herself in a culture of like-minded people which is why the Woolcott Team is the perfect home for her.
Outside of real estate, Nicole stays active with plenty of hockey and long walks with her dog Martin.
Sales RepresentativeContact Peggy Read Testimonials
With over 20 years of sales and marketing experience, Peggy’s enthusiasm, attention to detail and her determination to get things done, is how she has built her strong network of clients and what they know her for most!
For 22 years, Peggy was a resident of Waterdown, where she raised her children and kick-started her career in sales. She currently lives near the waterfront in the downtown core of Burlington with her husband. Peggy has planned, managed and executed large scale renovations from the foundation up, and has gained experienced working with minor variance, permit processes, city planners, architects and contractors.
Peggy has a keen interest in real estate investment and, as an owner of multiple rental properties in Hamilton, she has been successful in strategically selecting properties to meet both short and long-term goals, while optimizing return on investment. Peggy has learned that becoming a landlord is a big step but having the right team by your side is the most important part of any plan!
In her time working with investment properties, Peggy has developed a sharp eye for residential family homes and identifying the best values and value-adds for her clients.
Justin brings his hustle and persistence to The Woolcott Team. He is enthusiastic, motivated, honest, and strives to bring personalized service to every client with his determination to provide a remarkable and unforgettable experience.
Justin was born and raised in southeast Oakville. He now resides in the Millcroft community in Burlington. Since moving to Burlington he has an admiration for both the Oakville and Burlington area.
After graduating with honours in the Television Broadcasting program at Mohawk College, Justin had the opportunity to intern in Los Angeles, California with a large production company. He volunteered more than 250 hours with Burlington’s local TV Provider, Cogeco. He aims to become more involved with the Burlington community and its local charities.
Jim Donoahue is a lifetime resident of Halton, and a buyer agent with The Woolcott Team. After 35 years in the family business, Jim decided to make the move into the real estate industry, a business he has always had an interest in!
His past success with customer service combined with his strong work ethic allows Jim to meet all of his client’s needs.
Outside of real estate, Jim is an avid curler and loves to play golf.
Sales RepresentativeContact Luke Read Testimonials
Luke Riddell was born and raised in Oakville and now calls South Burlington home where he lives with his wife and two daughters. Luke spent many years in constructions sales and residential energy auditing, with both paths building his negotiation and hand-on tools to aid in any real estate transaction. As a buyer agent with The Woolcott Team, Luke’s deep commitment to his clients is based on the philosophy that he wants to do such an outstanding job they will have to refer him to everyone they know!
As a member of The Woolcott Team, Luke is dedicated to providing his clients with a deep set of expertise and knowledge to ensure they receive an amazing experience whether buying or selling in any market.
Sales RepresentativeContact Brandon Read Testimonials
Brandon is a dedicated professional that seeks to provide unparalleled customer service to all his clients. With a background in public relations and marketing, Brandon has been able to leverage his skills and knowledge to provide superior communication, marketing, and market knowledge to his clients to get them their desired result.
Brandon brings years of experience on top producing real estate teams, helping countless clients achieve their real estate goals. As a buyer agent on The Woolcott Team, Brandon brings a wealth of knowledge to the table to guide his clients through the transaction process, ensuring they feel comfortable, informed, and confident while purchasing their largest asset. He works extremely hard during negotiations to get you the best price and conditions possible.
Outside of work, Brandon enjoys cooking, training Brazilian Jiu-Jitsu, and spending time with his wife and golden retriever named Jalapeno.
Ashley Mccaskie, a buyer agent with The Woolcott Team, has had a love for real estate that developed at a young age, spending countless Sunday afternoons attending Open Houses with her mother. Through these visits, Ashley acquired a fondness for different home styles and an appreciation for décor that has followed her into adulthood.
At the age of 30, Ashley decided to turn her love for real estate into a career. She is hardworking, patient & dedicated to her clients in helping them find their perfect home. She believes the relationship between herself and her clients not only lasts the duration of their home buying process but for a lifetime.
In her spare time Ashley enjoys horseback riding (which she began at the age of six!) and incorporates yoga into her daily routine, helping her find clarity and relaxation.
Don joined the Woolcott Team with 25 years corporate experience where he achieved both professional and personal successes. Don has high level experience in customer service, sales and marketing and exceptional problem-solving skills. Don consistently and continually works toward positive outcomes. He takes his position seriously and works tirelessly to exceed his client’s needs. A good listener, Don focuses on finding each person/couple/family/investor the perfect home. Don is a well-respected, enthusiastic and knowledgeable professional working to help guide you through the processes and challenges of real estate.
General ManagerContact Justine Read Testimonials
Justine is The Woolcott Team’s general manager, and is passionate about helping sellers and buyers navigate their way through the real estate market.
With a Bachelor of Journalism from Carleton University and Diploma in Public Relations from Humber College, Justine has an in-depth knowledge of the best print, broadcast and digital tactics to help clients buy and sell homes. She uses her past experience working at one of the country’s top public relations firms to develop powerful advertising that’s unique in the industry.
Born and raised in Waterdown, Justine enjoys taking in the occasional yoga class, exploring up-and-coming places in Hamilton and spending time on Burlington’s stunning waterfront.
Meagan Groff, a graduate of the University of Guelph’s Bachelor Commerce program majoring in Marketing Management, works with the Woolcott team as a Marketing Coordinator. With a keen sense of marketing and love of the real estate market, she strives to ensure every Woolcott client has a positive, memorable experience. In her spare time, Meagan enjoys yoga, exploring new, local clothing stores and taking hikes.
Katrina started her career with the Woolcott Team after completing her Honours Bachelor of Arts in Anthropology at McMaster University. Katrina’s drive to learn and hardworking nature has helped her to establish an excellent work ethic, making her an important asset to the team.
Having worked for 7 years in customer service, and 3 years as the listings coordinator at The Woolcott Team, Katrina’s past experience has developed her excellent communication skills, great attention to detail, and has shown her the importance of working with a strong and reliable team. This has also established Katrina’s determination to provide the best client experience possible.
With over 9 years combined experience in management and data entry, Harmony brings a varied wealth of knowledge to The Woolcott Team. Always curious, Harmony relishes the challenge of learning new skills. As company technology changes and grows, she is eager to adopt and embrace the new skill sets and ideas.
Guided by her quick wit and outgoing personality, Harmony adores working in a team environment. Growing up in a close knit family of 4 sisters while being actively involved in hockey teams, the unified environment that The Woolcott Team provides is a perfect fit for this Waterdown native.
In her spare time you can find Harmony progressing in her love of traveling (16 countries and counting!), jamming on a piano or obsessing over her dog Mumford.
Jacqueline started her career in Real Estate Administration after completing her Honours in Bachelor of Arts in Sociology at Wilfrid Laurier University.
Growing up with a mother in real estate has helped her develop in-depth knowledge of what it takes to help clients and work as hard as she can. Her ability to stay organized, focus, and communicate effectively is one of the many assets she brings to the team.
In her spare time, Jacqueline enjoys camping, hiking, and the occasional Blue Jays game.
Home Detailer, that’s me! “Attention to Detail” A skill set I have acquired in my 18 years as a design, furniture and decor consultant. Professional, efficient, with interpersonal qualities, are my strengths. I have gained great understanding and knowledge of colour, textiles, textures, furniture, leather, fabrics all key components in the home design. I am creative in visionary merchandising, proper use of space, defining space, furniture placement, scale, and organization. As a home detailer and stager, I have the ability and confidence that your home will be showcased to full potential.
As part of the Woolcott team, my role is to provide the highest level of service to make this a seamless part of the whole process of selling your home with us. From the beginning to end the process is made easier with our team. Truly hands-on service provided.
A passion for design and fashion gives Amanda the ability to stage a home that captures a buyers imagination and encourages them to connect emotionally with the home. Amanda takes pride in transforming a home into a lifestyle that buyers want. She understands the challenges of preparing a home for the market, with a keen eye for identifying features of a home and how to showcase them. She is highly organized and enjoys working with clients to organize and de-clutter their homes.
Long-time Burlington resident, Rachelle knows all about the power of community. As a parent to three girls, she has been involved in everything from school to sports and extracurricular activities.
Rachelle’s interests have led her in many directions. She has done palliative care support for Halton, she worked as a financial advisor at one of Canada’s major banks and leveraged her community connections running a small business.
Recently, Rachelle has rediscovered one of her early passions – real estate. She originally became a realtor back in 2003 but took some time away to focus on raising her family. Now she’s back in the industry and eager to help nurture existing client relationships and build lasting new ones.
A Team always within Reach
From contast comminucation, market updates and someone always on hand to anwswer your quesitons when give us a call – the sheer size and scope of the Woolcott team means that someone is always there to help you.
A Team Where you can grow
Interested in joining the Woolcott Team,or want to learn more about our culture and how we can help take your career to the next level? Find out how you can join our team today.