Ride-sharing platforms have rapidly spread and disrupted ride hailing markets, resulting in conflicts between ride-sharing and taxi drivers. Taxi drivers claim that their counterparts have unfair advantages in terms of lower prices and a more stable customer base, making it difficult to earn a living. Local government entities have dealt with this disruption and conflict in different ways, often looking towards some form of regulation. While there have been discussions about what the regulation should be, there has been less work looking at what impacts regulations have on ride-sharing drivers and their usage of the platforms. In this paper we present our interview study of ride-sharing drivers in Taiwan, who have gone through three distinct phases of regulation. Drivers felt that regulations legitimized their work, while having to navigate consequences related to regulated access to platforms and fundamental changes to the “gig” of ride-sharing.