How To Succeed Role1996 (Flower)1996 Shinjin Kouen (Flower)2011 (Snow) J. Pierrepont Finch (a window washer)Maya Miki Kiriya Hiromu / Haruno Sumire Otozuki Kei Rosemary Pilkington (a secretary)Junna Risa Maikaze Rira / Sawaki Kurumi Maihane Mimi J.B. Biggley (the boss of the World Wide Wicket Company)Hoshihara Misao Masaoka Nao / Yuuya Naho (1) Natori Rei Mr. Twimble (head of the mailroom for 25 years before finally being promoted to the shipping department)Misa Noeru Kazato Yuma Ozuki Tooma ScrubwomanIchihara Kei Yuuka Eri Asuka Yuu ScrubwomanMachikaze Kana Ayana Mai Asaki Yumemi Miss Jones (Biggley's secretary)Mitsuki Ayu Futaba Miki / Sachimi Anna Maisaki Rin Milt Gatch (a wise-cracking executive)Kaikyou Hiroki Asahina Kei Saou Kurama Wally Womper (the Chairman of the World Wide Wicket Company)Kaikyou Hiroki Asazono Miki Ozuki Tooma Hedy LaRue (Biggley's attractive and dim-witted mistress)Shino Yuka Chihiro Reika (2) / Eri Chiaki Haruka Midori Bud Frump (Biggley's arrogant and snobbish nephew)Aika Mire Chinami Yuu / Asami Hikaru Sagiri Seina Bert Bratt (personnel manager)Kouju Tatsuki Mayuka Reo / Sena Jun Misuzu Aki Jenkins (an executive)Takumi Hibiki Ranka Rea Ayana Oto Pirate Man STakumi Hibiki Mayuka Reo Smitty (a secretary; Rosemary's best friend)Nagisa Aki Suzukake Miyuki (3) / Sakuragi Emi (4) Manaka Ayu Davis (an executive)Hatsukaze Midori Mutsuki Mao Daigo Seshiru Benjamin Burton Daniel Ovington (head of the advertising department)Hatsukaze Midori Yuuma Rin Ayana Oto PetersonKizuki Ayumu Masaki Kazusa Oonagi Mao Tackaberry (an executive)Iori Naoka Sagami Rei (5) Renjou Makoto MatthewsTakaragi Aya Saki Nozomi Souno Haruto ToynbeeMayuka Reo Nanase Kai Kaon Yuuki Coffee BoyChinami Yuu Ranju Tomu (6) Rinjou Kira Rosemary's ShadowSuzukake Miyuki Momoka Sari JohnsonHaruno Sumire Matake Suguru Karyou Shizuru BeetAsami Hikaru Kazeo Ibuki Kujou Asu Miss Krumholtz (Gatch's secretary)Chihiro Reika Ootori Rei / Otoki Mika (7) Suzuhana Risa (1) Sagami Rei in Tokyo (2) Suzukake Miyuki in Tokyo (3) Sakuragi Emi in Tokyo (4) Otoki Mika in Tokyo (5) Ranju Tomu in Tokyo (6) Hayami Riki in Tokyo (7) Kikuho Rina in Tokyo