Abstract: A tool caddy comprises a rigid bucket and a non-rigid tool organizer. The bucket comprises a bottom support portion, with vertical walls extending upwardly therefrom, forming front, back and side faces and defining a bucket interior, and an upper rim. The bucket further comprises at least two wheels and a retractable arm with a handgrip. The arm is extendable between a fully extended position and a fully retracted position and is attached to the bucket at the back face thereof. The bucket also has a sheath, integral with the back face of the bucket and giving rise to a receptacle adapted for slidingly receiving the arm. The tool organizer comprises exterior flaps adapted to cover outward faces of the bucket and interior flaps adapted to cover interior faces of the bucket. The exterior flaps are of sufficient length to substantially cover at least the entire front face of the bucket and is formed so as to not interfere with the operation of the wheels.