In the ever-shifting terrain of collegiate athletics, the emergence of Name, Image, and Likeness (NIL) rights has ushered in a myriad of opportunities and challenges. This article aims to illuminate the complexities of NIL deals by exploring the differences between brand deals and collective NIL agreements, and potential pitfalls inherent in these arrangements, drawing attention to a compelling real-world example that serves as a reminder of the paramount importance of adherence to compliance standards.