Moreover in 1480, Tomomasa sent a gift to Yoshimasa ASHIKAGA and Yoshihisa ASHIKAGA, father and son, and this suggests that he communicated with the bakufu (Japanese feudal government headed by a shogun) on his own apart from the family head of the Ogigayatsu Uesugi clan, and that he was in politically high position.
また文明(日本)12年（1480年）に足利義政・足利義尚父子に進物を贈るなど、扇谷上杉氏当主とは別に、独自に幕府と交流を持っていたようであり、その政治的地位の高さも窺える。