Kathy Ireland and her husband, Greg Olsen, are suing their former business managers. According to court documents obtained by Us Weekly in March 2026, Ireland and Olsen accuse multiple defendants of negligence, theft, intentional representation, constructive fraud and other allegations. "This case is about trust betrayed on a staggering and unconscionable scale," the lawsuit claims. "For over 35 years, defendants Jason Winters and Erik Sterling held themselves out to Kathy and Greg, not only as their managers, but as their family. ...