Systems and methods relating to improving the experience of gig-economy workers are disclosed, with particular reference to gig-economy work involving vehicle use. Such systems and methods include automatically monitoring and evaluating activities such as driving during performance of gigs, as well as providing recommendations based thereupon. Transferable tokens may be used to apply information across various types of gig activities. Such a transferable token may represent one or more risk levels associated with a gig-economy worker to provide reputational information between gig-economy platforms or between types of gig-economy activities. Thus, the transferable token may enable a gig-economy worker to transfer high customer ratings across gig-economy platforms.