This study seeks to explore the experiences of a mother with juvenile adolescents on probation due to delinquency. It is very important to consider the family environment and support that an at-risk youth receives. The purpose of this study is to examine the efficacy of various measures that the family of at-risk youth can take to help them recover. For this purpose, this study conducted three times in-depth interviews with a mother whose son was on probation. The interviews took place over three months from August to October, 2015. The research method was a qualitative case study. The results of this study emphasized the key phrase “the love despite lack of understanding realized by the pain of my son facing deep hell”. The mother thought it was difficult to support her son, but eventually she acknowledged that she had caused a lot of injuries to her son unconsciously. Looking back at herself as a mother, she came to understand the child and his actions better. She finally realized that she blamed herself for not providing enough love to the child, and that she was filled with pain and regret. The result of this study suggests that a social welfare intervention plan to support mothers whose children are on probation is desperately needed.