In this conversation recorded at the Futures of Finance Retreat, Prof Veena Dubal and Prof Rohan Grey discuss the implications of new regulatory regimes for poor consumers and working-class people as would-be investors in crypt-currency and "employees" of ride-share companies. Rohan talks about his research and policy proposals on a responsible, transformative approach to regulating digital currencies - "we do need a world that values anonymity as a primary concern". Veena explains Uber, Lyft and ride sharing companies are experimenting on Black and brown bodies with totalising new automated technologies of algorithmic discrimination. As Veena argues, "more terrifying than ChatGPT is the automation of labour extraction, the automation of labour surveillance, and the automation of dispossession."