The monograph is devoted to the problems of the formation and functioning of a number of Siberian cities in the conditions of the traditional, new bourgeois and modern society. The role of entrepreneurs in the design and construction of public and private buildings and structures is analyzed, their strengths and weaknesses over three centuries are shown. The monograph reflects the decisive role of entrepreneurs in shaping the architectural appearance of Tobolsk, Tyumen, Tomsk, Tara, Omsk and Kainsk. The publication is illustrated with portraits of public figures, merchants, views of Siberian cities, drawings and photographs of buildings and structures of the city. The book is intended for historians, architects, restorers and everyone interested in the history of Siberia.