
Meet the CCG Team

Josh Charles - Expert and Lead Agent
My journey to opening Charles Cain Group started with a love for problem-solving and a passion for helping businesses thrive. Before launching my agency, I worked at another firm that was struggling to stay afloat. By focusing on streamlining operations and improving workflows, I helped turn things around, ultimately rebuilding the agency into a success story that was sold for a great profit.
That experience gave me the confidence to strike out on my own. Armed with industry knowledge and a desire to make a difference, I founded Charles Cain Group. My goal was simple: to create a trucking insurance agency that prioritizes the livelihoods of truckers and their families by providing the solutions they need with a white glove experience.
Through hard work, dedication, and a commitment to understanding the unique challenges of the trucking industry, my agency has grown into more than a business—it's a trusted partner for owner-operators and fleets alike as well as a respected agency that others look to for assistance.

Erin Kelle Charles - Marketing and Accounting
Erin, our newest member of the CCG team, oversees marketing and accounting. Alongside her husband, Erin is passionate about providing tailored insurance solutions to trucking businesses, and making it easy for them to find our experts through marketing.
Outside of work, she loves spending time with her three children (ages 13, 21, and 22), and her two dogs, Samson and Ryder. When not with family, you’ll find her making custom jewelry for her Jewelry Design Business, hiking scenic trails, or reading.
Erin is inspired by the connections she makes through her businesses and personal life, believing that growth comes from both professional achievements and the joy of spending time with loved ones and doing the things that truly drive her.

Sarah Hudelson - Operations and Trucking Expert
Sarah is a dedicated professional with a passion for family, community, and personal growth. In her free time, she enjoys attending concerts with her husband, hiking scenic trails like Turkey Run State Park and McCormick’s Creek, and exploring local festivals and new restaurants with her family.
At home, Sarah's life revolves around her husband, young son, and trio of beloved pets: Zoe, a basset hound/shar-pei mix; Milo, a black and tan coonhound; and Theodore (AKA Ted), her charismatic, yet temperamental, orange tabby cat.
Sarah is inspired by the words of Soren Kierkegaard: “Life can only be understood backwards, but must be lived forwards.”
Who We Are
At CCG, we are a trusted provider of commercial trucking insurance, offering tailored coverage solutions for truckers and fleet owners. As a family-owned business, we understand the unique challenges the trucking industry faces, and we are dedicated to helping our clients protect their most valuable assets—whether it’s a single owner-operator or a fleet of semi trucks.
With years of experience in the trucking insurance sector, we specialize in a variety of coverage options, including liability insurance, cargo insurance, and physical damage insurance. Our mission is to provide affordable, comprehensive policies that ensure peace of mind while keeping your business compliant with all federal regulations.
Whether you need primary liability insurance, general liability for non-driving risks, or protection for your motor truck cargo, we have the expertise to guide you through the process and find the best coverage for your needs. We also offer additional services such as workers’ compensation insurance, bobtail insurance, and unladen liability to keep your business protected at every turn.
As a dynamic team of professionals, we work closely with our clients to offer personalized service and prompt, professional support. We pride ourselves on being a center of influence for trucking businesses, always striving to build long-term relationships based on trust and integrity.
Our team, led by experienced professionals, understands that the trucking insurance landscape is constantly evolving. That's why we stay ahead of industry trends and regulations to ensure our clients receive the most up-to-date and relevant coverage options.
We believe that maintaining a healthy work-life balance is essential to staying focused and committed to our mission: providing top-tier trucking insurance that helps our clients succeed.
If you're looking for expert trucking insurance solutions, we’re here to help. Contact us today for a free quote, and let’s discuss how we can protect your business and ensure you have the right coverage at the right price.