The 19 full papers were carefully selected from 50 submissions and present two workshops: Logic and Engineering of Natural Language Semantics (LENLS 2020) focus on the formal and theoretical aspects of natural language. It is an annual International Workshop recognized internationally in the formal syntax-semantics-pragmatics community. The 14 International Workshop on Juris-informatics (JURISIN 2020) details legal issues for the perspective of information science. This workshop covers a wide range of topics, including any theories and technologies which are not directly related with juris-informatics but have a potential to contribute to this domain.