Project managers can play a key role in implementing organizational strategy by using entrepreneurial approaches when responding to new needs and opportunities. Nevertheless, the operational responsibilities of a project manager – planning and control – are in stark contrast to the characteristics of an entrepreneur. In light of these contradictory viewpoints, it is important to assess whether managers showing entrepreneurial characteristics are associated with more successful projects. A field survey was conducted, involving 164 project managers most of whom were male and had graduate-level education and broad practical business experience. Non-parametric statistics was used and showed that enterprising tendency on the part of project managers is correlated with more successful projects, and creativity, in particular, was one of the most relevant variables.