This article aims to understand the perceptions of young rural entrepreneurs about the difficulties in investing in family farms in which they work. Ninety-eight people were interviewed at the event “Meeting of Young Entrepreneurs of the Rural Environment of Santa Catarina: the rural youth leading the sustainable development”, held in May 2019. The methodology applied in this paper is qualitative and quantitative, through a bibliographic review and a numerical analysis on work conditions and workers’ profile. A brief theoretical background is presented to facilitate the understanding of the results and their relation to family farming, entrepreneurship and its reality in Brazil. As a result, the economic issue was pointed out with 34% of the cases, as a hinter to undertake in rural properties, followed by the lack and low qualification of the workforce available with 12.6% of the cases and the lower selling price for the producer with 7.6% of the cases.