The writer who created Winnie-the-Pooh and The House at Pooh Corner was Alan Alexander Milne. The characters occupy an important place to share in the form of culture of people. The characters are now being created and disappearing repeatedly. However, the character that started as a fairy tale from the time of childhood is a character that recalls the nostalgia with the memories of childhood even after becoming an adult. We understand the character of the Disney company which has the most loved and fans in the world and try to find a way to share literature and culture by trying to create a new character culture industry in literature. The characters in Winnie-the-Pooh are used in various fields such as animation, clothing, stationery, toys and publishing. Character culture industry is an industry that uses characters to fuse with culture. The character culture industry is expanding into all areas of life because it is extended to all areas where emotion is applicable as well as animation, games, cartoons and fancy. Characters are effective in reminding images in publications, visual media, corporations, organizations, organizations, sports clubs, and increasing visibility of product images. Winnie the Pooh is the first appearance. A bear doll brought by Christopher Robin is not an animal. In fairy tales, animals usually appear personified. However, here, bear dolls are personified and appear as heroes. In countries such as the United States, Japan, and Europe, the character culture is developed constantly through character development, character image, and continuous management to develop brand character. In order to revitalize the cultural industry, it is urgent to cultivate professional manpower such as scenario writer and character designer. It is necessary to create a unique atmosphere in which we can create a new culture industry with the world`s culture by moving away from the cultural industry centered on Japan and Disney. It is difficult for any one person to make efforts to raise and maintain the character brand value. Therefore, a foundation should be laid for a cultural enterprise with strong capital and technical power with systematic and comprehensive management capability. We should not hesitate to make animations to animate the images by applying letters and pictures that are embedded in the works in order to make the arts, plants, and characters in the fairy tale into a cultural industry and personify them for the times.