"One Worth Betting On" (賭けるに値する者, Kakeru ni Ataisuru Mono) is episode 287 of the Naruto: Shippūden anime.
As Tsunade listens on to the events of what happened to A, Karai, and Nigai, who had stolen a scroll with ninjutsu from the Sugi Village, she realises the nature of the insect and that it was also inside of A. After explaining this and having A make a promise to her, Tsunade catches and destroys a bug which had been hovering near A for some time — unbeknownst to them that the Nokizaru Group had been using it as a method to spy on them. Preparing to operate, Tsunade has her pupil Shizune lead the surgery while she oversaw it. Though A initially protested, believing that Tsunade should perform the surgery, the Sannin allays her fears somewhat. As Shizune, aided by Amai begins the surgery, blood is splattered on Tsunade. Still haemophobic, a terrified Tsunade excuses herself from the room. Seeking an explanation, Shizune tells the two of Tsunade's two great loves and loss which led up to her current state. Hearing this the Raikage states that he would not have placed the lives of his subordinates in the hands of someone in that mental state, an indignant Shizune speaks out against his chastisement of her master, throwing the extracted exploding bug at his feet. Meanwhile in present time, Naruto and B continue to the battlefield while A and Tsunade continue the journey back to headquarters.
- While talking about Nawaki, Shizune mistakenly states that he died in the Third Shinobi World War, while it in fact happened during the Second Shinobi World War.
|Role||Seiyū||English Voice Actor|
|Naruto Uzumaki||Junko Takeuchi||竹内 順子||Takeuchi Junko||Maile Flanagan|
|Killer B||Hisao Egawa||江川 央生||Egawa Hisao||Catero Colbert|
|Fifth Hokage: Tsunade||Masako Katsuki||勝生 真沙子||Katsuki Masako||Debi Mae West|
|Fourth Raikage: A||Hideaki Tezuka||手塚 秀彰||Tezuka Hideaki||Beau Billingslea|
|Shizune||Keiko Nemoto||根本 圭子||Nemoto Keiko||Megan Hollingshead|
|Dan Katō||Takuma Suzuki||鈴木 琢磨||Suzuki Takuma||Roger Craig Smith|
|Amai||Tomohiro Tsuboi||坪井 智浩||Tsuboi Tomohiro||Nicolas Roye|
|Karai||Setsuji Sato||佐藤 せつじ||Satō Setsuji|
|Nigai||Shinobu Matsumoto||松本 忍||Matsumoto Shinobu||Crispin Freeman|
|Himushi||Kunihiro Kawamoto||河本 邦弘||Kawamoto Kunihiro||Joe Thomas|
|Nokizaru Group||Hiromichi Tezuka|