On the occasion of the Siege of Odawara by Hideyoshi TOYOTOMI in 1590, Norihide insisted on a plot to hold the castle at the hyojo (meeting) in the Odawara-jo Castle, saying 'The Toyotomi side has 220 thousand soldiers and The Hojo side is outnumbered with 50 thousand, so having an open battle without any chance of winning is reckless.'
1590年豊臣秀吉の小田原の役の時に際し、憲秀は「豊臣方22万に対し北条方は5万と劣勢にあって勝ち目の無い野戦は無謀である」と、小田原城中の評定に於いて籠城策を主張する。