Joseph Duggar and his wife, Kendra Caldwell, have made a surprise move in their child endangerment cases. Why were Joseph Duggar and Kendra Caldwell arrested? That month, Joseph and Kendra were both arrested and charged with four counts of second-degree endangering the welfare of a minor. In late April, an attorney representing the couple entered not guilty pleas on their behalf ahead of a scheduled arraignment. Kendra Duggar | Courtesy of Washington County Sheriff’s OfficeIn the months between their initial pleas and this week’s court date, Kendra made headway in reconnecting with her kids.