Former supermodel says business managers stole millions
By Cliff Pinckard
Published on March 11, 2026.
Former supermodel Kathy Ireland is suing her former business managers, Jason Winters and Erik Sterling, accusing them of stealing millions of dollars and leaving her family in debt. The lawsuit, filed in Santa Barbara, California, alleges that Ireland and her husband, Greg Olsen, have been forced to sell their home and have little savings left. It also names Stephen Roseberry and Jon Carrasco, who held roles at kathy ireland Worldwide, and Brittany Duncan, the current CEO of kathy
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