This paper addresses the concepts of entrepreneur and entrepreneurship, more specifically family entrepreneurship and the challenges that arise in such businesses. Family entrepreneurship represents a significant segment of the global economy, encompassing various sectors and contributing to sustainable development. It possesses numerous advantages such as generational stability, retention of family tradition, a high level of commitment, and interpersonal connections. Like any enterprise, in addition to advantages, it also has its flaws, especially in the context of management and succession. The aim of this paper was to explore the specific problems faced by family businesses. The family dynamics in business, decision-making as a family, and the process of succession and business management were analyzed. Besides theoretical considerations, the paper includes an analysis of real business examples used to better illustrate the challenges that can arise at any stage of business and provide guidelines for overcoming them. In conclusion, this paper demonstrates the complexity of entrepreneurship and family business and contributes to a better understanding of entrepreneurs. Through analysis and examples, the paper offers a useful framework for considering the "bigger picture" of family businesses, thereby encouraging their development and success in the market.