In the heart of the Great Depression, a young boy named Billy Coleman longs to own hunting dogs but knows his impoverished family cannot afford them. Undeterred, he dedicates himself to working tirelessly for two years to save enough money. His determination bears fruit when he finally purchases two Redbone Coonhound puppies, which he names Old Dan and Little Ann. The trio becomes inseparable, embarking on thrilling adventures through the rugged Ozark wilderness and forming a deep bond built on trust and companionship. As Billy trains his dogs, they excel in hunting raccoons, sparking a unique coming-of-age journey where Billy learns vital lessons about responsibility, persistence, and sacrifice.

With their skills honed, Billy enters a championship raccoon hunt, pitting his beloved dogs against well-seasoned competitors. Alongside the support of his family, Billy navigates the challenges of the competition while facing unforeseen obstacles that test his resolve and the enduring loyalty he shares with Old Dan and Little Ann. Their journey is marked by moments of triumph and heartache, shaping Billy’s understanding of love, loss, and resilience. Through these trials, the unbreakable bond between Billy and his dogs transforms into a tale of profound mutual devotion, highlighting the importance of pursuing one’s dreams despite life's hardships. In the midst of adversity, the legacy of their bond engraves itself into the landscape where they ventured together.