The Neotropical species of the rarely collected genus Bolitogyrus (Coleoptera: Staphylinidae: Staphylininae: Staphylinini) are revised. The genus exhibits an uncommon, disjunct distribution between the Neotropical and Oriental Regions and is of unknown phylogenetic position within Staphylinini. Morphological evolution remarkable for Staphylinini was discovered within Bolitogyrus, including sexually dimorphic modifications of the pronotum that may be involved in male competition for females. rSEM interactive animations were used to establish morphological species boundaries between two highly variable species and are provided to illustrate diagnostic characters of the genitalia in unconventional views. The genus is redescribed based on the world fauna and twenty-eight Neotropical species are considered valid. Of these, nineteen are described as new to science: Bolitogyrus ashei sp. n.; B. apicofasciatus sp. n.; B. brevistellus sp. n.; B. bufo sp. n.; B. cheungi sp. n.; B. cornutus sp. n.; B. divisus sp. n.; B. falini sp. n.; B. gracilis sp. n.; B. inexspectatus sp. n.; B. longistellus sp. n.; B. marquezi sp. n.; B. newtoni sp. n.; B. pseudotortifolius sp. n.; B. pulchrus sp. n.; B. silex sp. n.; B. thomasi sp. n.; B. tortifolius sp. n.; and B. viridescens sp. n. Bolitogyrus sallei (Kraatz), stat. r. is removed from synonymy with B. buphthalmus (Erichson) and the following new synonyms are proposed: Cyrtothorax cyanescens Sharp, 1884, syn. n. = Quedius buphthalmus Erichson, 1840; C. nevermanni Scheerpeltz, 1974, syn. n. = C. costaricensis Wendeler, 1927. A summary of all available bionomic and distributional data, as well as an illustrated identification key to and diagnoses of all Neotropical species are provided.