About

T.J. started his career in the insurance industry with Crossroads Insurance in 1988 after attending the Universities of Winnipeg and Manitoba. He obtained his Canadian Accredited Insurance Broker designation in 1996. In 1997, T.J. purchased the shares of Crossroads Insurance and became President. Over the years T.J. has been very involved with the Insurance Brokers Association of Manitoba serving on various committees including Past Chair of the Young Broker Network as well as serving as a Director on the IBAM Board. T.J. lives in East St. Paul with his wife and children. He enjoys spending time with his family, golfing, and traveling. T.J. splits his time at Crossroads Insurance between managing the day to day operations of the brokerage, and servicing new and existing commercial clients.

After completing her Bachelor of Arts with a major in Political Science in 2000 in the Philippines, Grace worked as a legal secretary before moving to Canada. She then embarked on her Insurance career and joined Crossroads Insurance in December 2007. She has since become a Canadian citizen & obtained her CAIB designation.  She has been an asset to the team ever since with her wide variety of MPI and Personal Lines knowledge. She has become a trusted guiding force to customers and staff, and practices this as Branch Manager to our Tyndall Park office.  She is famous around the office for her delicious traditional Filipino spring rolls, and no one can ever get enough. Her early rising to satisfy our tummies is just one example of her dedication.

Shelley started her Insurance career when joining the Crossroads family in 1991. She enjoys being in the Customer Service Industry and is always a happy familiar face. In her role as Branch Manager at the St Vital office and is here to support her staff and customer needs, with a level of expertise you can count on. Numbers are Shelley’s thing, and you can always count on her to balance every cent. Shelley and her husband, are enjoying empty nesting with two grown children. She loves to spend her summers at the lake and also getting away for the winter to a hot destination when she can. 

In 1967 Tony immigrated to Canada from Waterford Ireland.  At the age of 27 he founded Crossroads Insurance, working out of his home with his wife Dianne.  Tony has 4 children, 8 grand children and 3 great grandchildren.  Now that he is semi-retired he gets to enjoy his favourite hobbies such as golfing, gardening, reading and music.   

Chuck started working in the insurance industry in 1999 in southern Ontario, before moving back to Manitoba in 2012, to continue his career path. He joined the Crossroads team in 2019, and is eager to assist with your Home Insurance and MPI needs. Having access to many different insurance providers means that he can offer both selection and value to his clients. Chuck will explore the various insurance companies Crossroads offers, to find you the best fit to protect you and your family, while providing peace of mind.  In his spare time, he loves following the Blue Bombers and Jets, attending old car shows, while taking in everything  Manitoba has to offer.

 Nina graduated from Red River College in 2014 with a Business Administration diploma. Nina was new to the Insurance Industry when she joined Crossroads Insurance in 2019. She has proven to be a very fast learner, and obtained her Insurance licence in record time. She is here to help with your Home, travel and MPI needs.  In her spare time, Nina enjoys working out regularly, enjoying Marvel Movies and exploring new food at local restaurants. 

Manu came to Canada in 2014 with her family. Despite her path not always being smooth, with a background in customer service and education, she decided to make a shift and equip herself with Fundamentals Insurance to join the Insurance industry. She was welcomed into the Crossroads family in 2021, and is eager to continue the journey of learning that is Insurance. You will always see Manu welcoming you with a smile, as she is dedicated, kind-hearted person, looking to always help her customers. In her spare time she loves cooking (and her Crossroads family loves eating- a match made I’d say) and also listening to music. 

Luz immigrated from the Philippines to Canada in 2013 with her diploma in Bachelor of Science in Business Administration with a major in Accounting. She started her new adventure in Winnipeg equipped with a background in banking where she worked in one of the top three banks in the Philippines. Luz is passionate about customer service and dealing with customers and colleagues with kindness. She started working as an Insurance Broker in Winnipeg in 2014. She found herself in familiar territory from her experience in banking. She joined the Crossroads team in 2021 and is excited to continue her career, while perfecting her expertise in the field, and growing her knowledge from there.  She will be here to help you with your Home Insurance and MPI service needs. In her downtime, she enjoys gathering with family and friends for some great conversation or even just chatting over the phone.  She has a green thumb and loves taking care of her various plants.

Harkiran joined the Crossroads Insurance family in 2024 and quickly found her stride in the insurance industry. Originally from India, she moved to Canada in 2018 and completed her studies in Networking and Computer Technology at the Manitoba Institute of Trade and Technology (MITT). With a background in customer service from her time in the food and retail sectors, Harkiran has honed her communication and problem-solving skills, which she now applies in her role as a trusted insurance advisor.

Encouraged by a friend, she pursued her Fundamentals of Insurance certification and hasn’t looked back since. Harkiran is excited to continue growing her career at Crossroads and is dedicated to helping clients with their insurance needs.

Outside of work, Harkiran enjoys traveling to explore new cultures and finds relaxation through painting, a creative hobby that helps her recharge. She’s thrilled to be part of the Crossroads team and looks forward to a bright future ahead

Jaspreet Kaur joined the Tyndall Park Team at Crossroads Insurance in September 2024, bringing a strong work ethic and a passion for helping clients. Originally from India, Jaspreet moved to Canada in 2022 to pursue a diploma in Business Science at Seneca College in Toronto. While completing her studies, she worked as a concierge security guard, gaining valuable experience in customer service and problem-solving.

After relocating to Winnipeg to be with her family, Jaspreet was introduced to the insurance industry through a friend and successfully completed the Fundamentals of Insurance course. She is now dedicated to helping clients navigate their insurance needs with care and professionalism.

Outside of work, Jaspreet is a proud mother of two daughters and enjoys spending her free time gardening. She is grateful to be part of the supportive team at Crossroads Insurance and loves her role as an Insurance Advisor.