Overview
- Ireland and husband Greg Olsen filed a complaint in Santa Barbara County Superior Court accusing Jason Winters and Erik Sterling of draining assets and leaving the family in debt.
- The suit also names former kathy ireland Worldwide figures including Stephen Roseberry, Jon Carrasco and Brittany Duncan, alleging a coordinated breach of fiduciary duty.
- The complaint says the managers held power of attorney for more than 35 years, paid Ireland’s expenses instead of a salary and assured the couple they were extraordinarily wealthy.
- Allegations include secret loans, misused credit, depleted home equity and life insurance, missing funds, damaged credit and a forced home sale with no substantial retirement savings.
- The plaintiffs’ attorney called current findings the tip of the iceberg, while Winters’ October 2025 social post hinted at a rift and the defendants have offered no detailed rebuttal in the coverage.