In this dissertation, I examine the micro-foundations of entrepreneurial human capital in three inter-related essays. In the first essay, I examine the impacts of the use of vague language by entrepreneurs on venture funding outcomes and identify how human capital associated with the use of rhetoric moderates that relationship. In essay 2, I further explore the theme of entrepreneurial language use. Using both archival and experimental data, I test the impact of complex language on the success of crowdfunding ventures, and examine how this effect interacts with the presence of external signals of quality. Finally, in essay 3, I build a theoretical framework exploring how the search processes which underly the aggregation of firm level human capital resources sometimes lead to negative outcomes. By incorporating search and complexity theory into the extant theory on human capital aggregation, I generate new insights into the unintended impacts of the aggregation process over the lifecycle of the firm.