The proliferation of ride-hailing platforms in the last decade has been challenged by workers’ mobilization around the world. In order to complement the existing research on successful organizing, in this article the authors investigate the lack of collective resistance in two cases. By comparing the ride-hailing industry in Berlin (Germany) and Tallinn (Estonia), the authors explain the absence of collective mobilization in these different contexts. While ride-hailing in Berlin is more regulated than in Tallinn, drivers in both cities are structurally located in the weakest position within labour relations. Their isolation presents common features found in the business model and the work process, but also within wider societal structures and ideological landscape.