The Rebbe addresses concerns about the recipient’s student, emphasizing the need to fill his free time productively to prevent idleness. He also highlights the importance of having a clear direction for the future and suggests discreetly pursuing a shidduch for him. The Rebbe expresses hope that the recipient continues guiding the student properly and looks forward to good news.
https://www.torahrecordings.com/rebbe/igroskodesh/014/003/4904