This chapter explores entrepreneurship opportunities resulting from the emergence of peer-to-peer trading. Opportunities range from high risk – like the establishment of an entirely new peer-to-peer trading platform – to very low risk – like a local window cleaner picking up additional business from peer-to peer accommodation network hosts. The unusual aspect of those opportunities is that they: (1) mostly represent opportunities for micro-entrepreneurs potentially opening new avenues for earning money to people who have difficulties finding permanent employment (see Chapter 14); and (2) have the potential to strengthen local economies of rural and regional areas.