And, he had another aspect of loving his children dearly like frequently writing letters to his adopted child, Kagekatsu UESUGI, inviting and doting on him (before being adopted officially, Kagekatsu often stayed at Sakato-jo Castle which was the residential castle of his father, Masakage).
また、養子の上杉景勝に頻繁に手紙を送ったり呼び寄せたり（景勝は正式に養子になる以前は父・政景の居城である坂戸城にいたことが多かった）する子煩悩な一面もある。