Abstract: The present invention relates to an improved adjustable scaffolding assembly and is seen to include an adjustable scaffolding supporting device, a roller assembly, and a peak stabilizer bar assembly. The adjustable scaffolding supporting device is adapted to be slid along a ladder to permit positioning the scaffolding supporting device at a predetermined height and pitch with respect to the ladder. The roller assembly is mountable to the ladder and facilitates positioning the scaffolding assembly for use. The peak stabilizer bar assembly is also mountable to the ladder and is adapted to secure the scaffolding assembly while in position on a building roof.