He is, actually, a chuunin capable of fighting four kids, but he's trying not to injure them and his little siblings are definitely not returning that favor - which gives them an edge.

Always good to have fewer restrictions than your opponent.

Though it's not like she isn't holding back either. Hopefully this is less obvious, as it's more just not using her sand the way she could.

They're not going to win here, but Itachi can really only restrain two of them at once, and apparently isn't used to trying to restrain energetic children. A bit of a stalemate, there.

Getting him annoyed enough to accede to their request counts as a win.

That does, eventually, seem to happen, because he asks, "What do you all want?"

"Training, remember?"

"Didn't I tell you all to go play?"

"We didn't like that answer."

"We're just gonna keep fighting you and train that way. You don't have to work with us."

He sighs.

"It'll probably be more convenient for you if you have some say in how we go about this."

"I suppose."

"Alright. I'll teach you all - some."

Ha, they win.

Hisame punches the air, apparently quite delighted. (Even Sasuke's smiling.)

"We wanna learn everything! I wanna learn how to set stuff on fire first, though. With jutsu!"

"That sounds advanced."

"It usually is. Why don't we start with taijutsu and shuriken first?"

"Knives, then!"

"Knives are fun."

"I'm fine with knives."

Sigh.

"Alright. Knives it is."

Hurray, etc.

"When do we start?"

"I suppose now's fine."

"Back to the training ground?"

"Sure."

They can all go that way.