Midare was very over-confident in his and Shigure's abilities. He talked down to the Three Sand Siblings for trying to challenge his team.
Midare was somewhat the second tallest of the three who also had, fair skin, had some type of dark black glasses or markings with separate dark blue lenses, no eyebrows, wore a pin striped light grey jumpsuit with a dark black side going down in the centre, an oxygen tank carried on the right side of his unseen pocket or foreleg, wore dark black sandals, wore light grey gloves, the same altered kasa hat that had the Amegakure symbol on the front of it, and had carried a dark black sheath on his back to carry his four umbrellas on his back.
Midare and his team had the misfortune of confronting the Three Sand Siblings during the second phase of the Chūnin Exams. Shigure sought Gaara's scroll and underestimated his power. Shigure attempted to use his Senbon Shower technique but Gaara's sand protected him. Gaara then took the opportunity to confine Shigure and his team using the Sand Binding Coffin. Gaara then crushed the Ame genin, killing them.
"Midare" (乱れ) means "disorder", "disturbance" or "unrest".