Sasuke and Deidara fight

Sound

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Maybe, he wanted to see his potential that's for sure
 

Goetia

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Yes. He needed Sasuke to win against Deidara so he would face off with Itachi, then go on to win so he would unlock MS and go to destroy Konoha.
 

Zealous Sparks

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I guess he did because Obito wanted to convert Sasuke to his side after Itachi's death. He would need Sasuke to be alive for that.
 

NarutoB

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Probably. He knew Sasuke fighting Itachi would leave to Itachi's "death", which apparently worked in Tobi's favor. If Sasuke died instead of Deidara, Itachi would have probably tried to stop the Akatsuki's plans

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Blunt

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He did want Sasuke to win, though he certainly didn't make it easy for Sasuke. Planted the bombs and warned Deidara when Sasuke used Shunsin and appeared behind him.
 

Styles

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Yes he was also happy to see Sasuke used the full potential of the Sharingan.
 

Sugiyama

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He did want Sasuke to win, though he certainly didn't make it easy for Sasuke. Planted the bombs and warned Deidara when Sasuke used Shunsin and appeared behind him.
Î guess he did that to see the full potential of Sasuke.
 

~Ethereal~

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He did want Sasuke to win, though he certainly didn't make it easy for Sasuke. Planted the bombs and warned Deidara when Sasuke used Shunsin and appeared behind him.

Agreed, I guess that's why he was sort of disappointed when Sasuke didn't do as well against the kages(I think, he hold up well, given he hardly unlocked the MS, apart from the Killer B fight).
 

shusui uchiha

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Probably. He knew Sasuke fighting Itachi would leave to Itachi's "death", which apparently worked in Tobi's favor. If Sasuke died instead of Deidara, Itachi would have probably tried to stop the Akatsuki's plans

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this kind of says that obito was scared of itachi or maybe not sure how a fight between them would go if anything obito was definetly weary of itachi
 

Styles

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This is pretty much why.

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Beans2

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Obviously. If Sasuke started to lose Obito would have intervened.
 
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