A method of distributing a amount of issuance of digital content includes: determining the amount of issuance corresponding to a certificate of right to use digital content; generating blocks corresponding to the amount of issuance in accordance with the certificate of right to use the digital content and adding the blocks to a block chain system; generating an authentication certificate including a key value of the generated blocks in connection with the certificate of right to use the digital content; receiving a purchase request for the certificate of right to use of the digital content from a first user terminal; transmitting the digital content to the first user terminal such that the digital content is stored in a content folder of the first user terminal; transmitting a first authentication certificate corresponding to a remaining amount among the amount of issuance to the first user terminal, and storing the first authentication certificate in connection with the certificate of right to use the digital content; and transmitting a first authentication value included in the first authentication certificate and device information of the first user terminal to an ownership information database and updating owner information of the certificate of right to use of the digital content.