The Most Terrible Time in My Life is the first installment of a three-part series concerning Maiku Hama - a punk-turned-respectable private eye whose office is located in a movie theatre. A gritty, violent tale of gangland warfare, missing people, and friendships, and betrayal, Maiku's exploits begin by defending a waiter at a local mah-jongg parlor from two Yakuza thugs, culminating in Maiku getting part of his pinky finger sliced off. The waiter, Hai Ting, then hires Maiku to find his brother who has gone missing for a year since arriving in Japan. Maiku contacts his old cabby buddy Hoshino and finds out the Taiwanese and Hong Kong mafias are planning an all-out turf war in Japan.
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Chris Pratt loved having Kurt Russell as his on-screen dad so much he asked him to take it on as a permanent role.