A drill bit has a bit body, a plurality of blades extending radially from the bit body, wherein each blade comprises a leading face and a trailing face, a plurality of cutter pockets disposed on the plurality of blades, at least one rolling cutter, wherein each rolling cutter is disposed in one of the cutter pockets, and wherein each rolling cutter comprises a cutting face, a cutting edge, an outer circumferential surface, and a back face. A back retainer is disposed adjacent to the back face, wherein the back retainer protrudes partially into the rolling cutter along a rotational axis of the rolling cutter, and a front retainer is disposed adjacent to the at least one rolling cutter on the leading face of the blade. Each front retainer has a retention end, wherein the retention end is positioned adjacent to a portion of the cutting face of each rolling cutter, and an attachment end, wherein the attachment end is attached to a portion of the blade.