In this episode of Financial Toolbox, Josh Davis of CIBC Private Wealth and CPA Andrea Stepka unpack the often-overlooked financial side of NIL deals, including how this income is taxed, why many athletes are treated as self-employed, and how quickly families can get into trouble without planning. They explain the importance of building the right financial team early, setting aside money for taxes, understanding deductible business expenses, and using structures like LLCs when appropriate. The conversation also highlights the critical role parents can play by supporting, rather than controlling, the process and helping young athletes build financial literacy that lasts beyond their playing years.