This study sought to examine the plight of entrepreneurship in Zimbabwe. It recognizes the fact that Small-to Medium Enterprises are key drivers of economic growth. However there is a myriad of challenges that entrepreneurs continue to grapple with. A qualitative survey approach was used and the sample was made up of 35 Entrepreneurs from Glen View and Makoni High Density suburbs. Five more were randomly picked from Guruve Growth Point, in ordere to add a rural flair to my sample. The major challenges that emerged included lack of capital, lack of collateral required by financial service organizations; lack of infra-structure.The majority of enttrepreneurs were found to be concentrating on 'Buying and Selling", without venturing trying to revive the manufacturing Sector.