We know most people now and then need an outsider’s perspective, but incorporating other people and exposing oneself involves considerable risk. Scholars have recently shown that temporally formed learning networks can be relevant arenas where entrepreneurs can learn about an outsider’s experiences and perspective on sensitive strategic issues and overcome their loneliness (Florén, 2005; Jones & Macpherson, 2006; McGovern, 2006). In this paper, we argue that there are at least two broad areas that are in need of further elaboration in relation to how entrepreneurs can learn when working together in a network based upon collective sharing of experiences and joint engagement in learning activities. The first concerns a better understanding of the initial conditions needed to facilitate trust among the entrepreneurs and what kind of trust building processes are particularly prominent in such learning networks. The second relates to the importance of trust for attaining learning outcomes and what particular learning outcomes are evident.