This two volume set (CCIS 1058 and 1059) constitutes the refereed proceedings of the 5th International Conference of Pioneering Computer Scientists, Engineers and Educators, ICPCSEE 2019 held in Guilin, China, in September 2019.  The 104 revised full papers presented in these two volumes were carefully reviewed and selected from 395 submissions. The papers cover a wide range of topics related to basic theory and techniques for data science including data mining; data base; net work; security; machine learning; bioinformatics; natural language processing; software engineering; graphic images; system; education; application.