A wheeled ladder caddy is provided. The caddy can transport one or more long and slender items thereon. The caddy has a base and a mount coupled to the base and extending away therefrom. The mount defines a cavity therein. The caddy may also include a securing mechanism coupled to the base, the securing mechanism including an engagement member and a fastener, wherein the fastener can transition between a first position and a second position to position the engagement member with respect to the base. The item may be placed in the caddy such that the cavity receives a part of the item and the securing mechanism receives a second part. The fastener can transition from the first position to the second position to translate the engagement member toward the base to retain the item between the engagement member and the base.