Abstract Iridium catalysis is one of the major synthetic protocols in CH functionalization. In particular, it has been used to realize significant achievements in enantioselective transformations. This article describes Ir‐catalyzed enantioselective reactions initiated by CH bond cleavage. Various CH alkylations using alkenes are mainly discussed as an atom‐economical strategy. As a recent advancement, the introduction of heteroatom functionality by CH activation, such as CH borylation, silylation, and amidation, is also mentioned.