One of the most influential ideas offered by liberalists in their time is connected to money and its role in human life. The representatives of liberalism truly believe that money can make people free. Taking into account this assertion, it is possible to admit that money can also make people happier because freedom and happiness are the concepts which are usually connected to each other. However, there are a number of philosophers and great thinkers who cannot agree to this idea and believed that money should never be regarded as a means of freedom and happiness but vice versa as a source of inequality, poverty, and disappointments. Such brilliant modern philosophers like Jean-Jacques Rousseau and Karl Marx introduce captivating approaches which help to realize a true essence of money and to get a clear idea about what can make people free and happy. On the one hand, it is difficult to imagine that ideas of Rousseau and Marx may have a lot in common; however, on the other hand, their attitudes to money value deserve attention. Marx and Rousseau were eager to improve the society they lived in and make people free; to achieve these purposes, it is necessary to prove that money does not have such power to provide all people with necessary freedom and happiness because their main purpose is to create inequality and to divide people into groups in accordance with demands and possibilities. Almost the whole century divides such brilliant and educative philosophers like Jean-Jacques Rousseau and Karl Marx. However, time is not the only factor according to which these men and their ideas have to be compared. They are the representatives of different countries, traditions, and beliefs, and still their works and ideas are characterized by a peculiar similarity that is connected to the value of money and its power over people. Rousseau and Marx defined the power of money that was inherent to any type of society; however, this identification was not the symbol of money as something emancipative. They spoke about the power of private property and the necessity to make some changes because rights people maintained had nothing in common with equality; Rousseau underlined the idea of people freedoms but under such condition which could promote orderly society, however, he could not decrease the necessity level of rights of property. The ideas of these two philosophers demonstrate that private property made people isolated and self-interested but still dependent on each other and unequal. Having such attitudes to money, human freedoms, and rights, Rousseau and Marx could easily create a kind of powerful opposition to the representatives of liberalism who strongly believed that money was one of the most crucial sources of human freedoms and happiness. However, the idea of relations between money and freedom has faced a number of philosophical difficulties. Liberalists made numerous attempts to prove that freedom and money had a close connection to each other because a person without money cannot become free. According to the liberalistic point of view, freedom has to be economically defined. A person has money, and this is why he/she is able to buy freedom and to be happy. Such weak and sometimes even humiliating ideas made the vast majority of philosopher develop their own