A cosmetic package is provided with an applicator brush head that has rake-like teeth extending from the core of the brush head. Each tooth has a flexible vertical post extending from the brush core to a horizontal beam. Several tines extend vertically from the beam to free ends. When the brush is drawn through a wiper in the product vial, the flexible vertical post allows the rake teeth to bend such that the tines pick up cosmetic product deposited at or near the core of the brush. As the brush head leaves the wiper, the rake-like teeth return to an upright position carrying the cosmetic product at or near the free ends of the tines.