Regulation of the cell cycle is critical for maintaining genomic integrity. Therefore, cells have adapted several mechanisms to ensure that cell cycle events occur in a precise order. Some mechanisms regulate cell cycle progression by inhibiting cell cycle drivers, cyclin dependent kinases (CDKs). The Wee1/Myt1 family of kinases regulate the G2 to M phase transition by phosphorylating and inactivating Cdk1. Investigations of Wee1/Myt1 have mainly focused on its regulation of mitosis; the role of Wee1/Myt1 kinases in the meiotic cell cycle is less well understood. However, misregulation of Wee1/Myt1 during meiosis can have a range of fertility consequences from mild to severe, including human fertilization failure and infertility. Studies from several organisms reveals that the meiotic functions of Wee1/Myt1 kinases differ from mitosis depending on the species and sex. Here, we review how Wee1/Myt1 kinases regulate cell-cycle progression in meiosis across species. We highlight current knowledge of Wee1/Myt1 in meiosis and discuss unanswered questions and new directions to advance the fields of meiosis, reproduction, and development. Understanding the molecular and cellular functions of Wee1/Myt1 homologs in these various systems may contribute to the discovery of the mechanisms underlying human infertility cases, better diagnoses, and clinical treatments.