Owing to the excellent performance of fluorinated compounds in the areas of pharmaceuticals, agrochemicals, and materials chemistry, organic chemists have made great efforts towards the selective incorporation of fluorine or fluorinated moieties into organic molecules through nucleophilic, electrophilic, radical, and metal‐catalyzed pathways. Impressive progress in fluorination and perfluoroalkylation (especially trifluoromethylation) reactions has been made over the past few decades. However, methods for incorporating lightly fluorinated groups (such as −CF2H) are still underdeveloped, in spite of their important applications in pharmaceuticals and agrochemicals. This Focus Review summarizes recent developments in metal‐catalyzed direct difluoromethylation reactions. Fluoro and fauna: The incorporation of CF2H groups into organic compounds has attracted much recent attention, owing to the broad applications of CF2H‐containing compounds in pharmaceuticals and agrochemicals. Metal‐catalyzed direct difluoromethylation represents one of the most powerful tools for the synthesis of difluoromethylated compounds. This Focus Review describes the recent developments and remaining challenges in this field.