Fred Thomas of AllMusic wrote that Still Sleep? "continues expansions from standard trap and drill production into more musically adventurous territory", highlighting "2 Sauce" and "Chicken" and complimenting the "upgraded production and lessons learned" from "Deep End Freestyle". Vivian Medithi of HipHopDX found it to be "a laid-back album" as well as "loose-limbed and unconcerned with making a major artistic statement, opting instead to let Sleepy and mainstay producer Great John explore sounds beyondBrooklyn drill".