In 1560, he left the capital for Echigo Province following through on his promise with Kagetora NAGAO (also known as Kenshin UESUGI), and also accompanied Kagetora's dispatch troops to Kanto region in the following year.
永禄3年（1560年）、長尾景虎（上杉謙信）との約束に従って越後国へ下向、翌年の景虎の関東出兵にも同道している。