This study is an attempt through literature and empirical methods (mixed methodology, qualitative and quantitative) to contribute to the knowledge base about if there is agism and age bias in software development businesses. The other aspect of this research is to connect Lifelong Learning theory with the issue of modern-day workers in the digital era where competition and pressure to learn new technologies put a new perspective on work-life. The base for data gathering was semi-structured interviews with additional information from a questionnaire as a complementary part of the research. 8 respondents with IT backgrounds participated in the interviews, and 48 answered the questionnaire. The results suggest that age preferences are indeed part of the recruitment processes, but it doesn’t necessarily mean it is discrimination, however, there may be age bias towards older people, often associated with the stereotype that older people are less adaptive to learning new technologies. This research also finds that Lifelong learning is generally very important to the reality of workplaces. This paper suggests that further research about this topic is needed preferably with participants from several countries and witha larger number of respondents.