User Experience is an important factor in improving IT system interfaces and work environments. The user may find difficulties using the interface because of different problems. This study is going to examine which problems a user may encounter while interacting with various interfaces. The literature informs the methodology used in this study. Qualitative method is used in the form of semi-structured interviews. The participants in the interviews answered questions regarding how well they knew about User Experience, which problems they found while interacting with the system, and how these problems could be resolved to lead to a better experience. The work environment is examined in this study as well. Previous research as well as the findings from this study serve as the base for analysis of the data which has demonstrated the variety of individual user experiences and difficulties while using various interfaces. The experience is highly individual and differs from person to person. However, the most frequent common problem was found to be inherent to the interfaces and information overload preventing users from easy interaction with interfaces.