Decisions about working for free are rarely straightforward. In an ideal world, survival would be guaranteed for people, so they could freely choose to volunteer their skills when they find it meaningful rather than desperately hope that this would lead them to paid positions in a distant future. Unfortunately, we are very far from this perfect world, and many of us have at some point worked or hired people to work for free. I am certainly guilty of both, and some of these transactions in social capital, to use Pierre Bourdieu’s terms, were more successful or meaningful than others. Based on this experience, how does one navigate the world full of offers to work for free with very uncertain returns?