Tim Bosland’s journey into the insurance industry is rooted in his early passion for problem-solving and his diverse background as a business owner and IT manager. Growing up in Massachusetts, Tim was the quintessential curious mind, always tinkering with gadgets and dreaming up solutions to everyday problems, such as how to avoid shoveling snow from the driveway at just five years old. This natural curiosity led him to study engineering at UMass Amherst, where he not only excelled academically but also discovered a love for basketball and music. He spent hours on the court honing his teamwork skills and even performed with the Boston Symphony Orchestra, an experience that highlighted his appreciation for dedication and creativity.

After moving to Texas, Tim thrived as an IT manager at Dell Technologies, applying his problem-solving mindset in a fast-paced, tech-driven world. However, his entrepreneurial spirit led him to start and run three businesses, which is where his relationship with insurance truly began. Tim’s own struggles navigating insurance for his businesses sparked his desire to help others avoid the same confusion. This led him to become an independent insurance agent, where he uses his business acumen to craft tailored insurance solutions that protect his clients’ assets while optimizing their costs.

Tim’s passion for insurance is matched by his commitment to family and community. In December 2024, he married the love of his life, and together they’re raising five children, including four daughters and one son, and their lovable cat, Ginger. Tim’s family is his foundation, and it’s this sense of care and dedication that he brings to his professional life, ensuring his clients receive personalized, thoughtful solutions.

At Orr & Associates, Tim’s mission is clear: to provide peace of mind by navigating complex insurance needs and delivering coverage that truly fits his clients’ unique situations. Whether it’s helping a business overcome a challenging risk scenario or assisting a family in securing their future, Tim is there every step of the way—offering not just solutions, but the assurance that his clients’ best interests are always at heart.