The bankruptcy of an individual is a standard situation in a free market economy. The aim of this study is to present the reasons for the bankruptcy of entrepreneurs in Poland, in the light of literature research and the authors' own research. These studies were carried out in two ways – the first stage concerned the analysis of court files of entrepreneurs who filed for bankruptcy. The second element of the research included conducting surveys among entrepreneurs and trustees. In total, 331 surveys were collected among entrepreneurs and 87 from syndicates. The results of the surveys presented in the article focus on the analysis of the reasons for the bankruptcy of entrepreneurs in Poland in the opinions of trustees and management. Conducted research in the field of comparative analyses (syndics, management) is the essence of the study, where the determinants of the bankruptcy of entrepreneurs from various points of view have been diagnosed.