The cycloheptabindole scaffold constitutes a salient structural motif in natural products as well as in men‐made pharmaceutically active ingredients. Cycloheptabindoles consist of an indole nucleus fused to a seven‐membered carbacycle. Interest in cycloheptabindole chemistry originates from natural product chemistry and medicinal chemistry. The chemistry of cycloheptabindole‐based organic functional materials may be a research area with some potential. The state of the art of cycloheptabindoloid chemism has been comprehensively and scholarly summarized by the leading review article of Stempel and Gaich in 2016. Following this lead, our Minireview covers the literature from 2016 to 2021. Structure, function, and synthesis: The presence of the cycloheptabindole structural motive in alkaloids and in active pharmaceutical ingredients has sparked a significant advancement in synthetic methodology. In this Minireview, a conceptual approach to categorize the plethora of recently developed methods for cycloheptabindole synthesis has been taken and the core carbon structures of newly discovered cycloheptabindole‐derived natural products are delineated.