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This paper examines the role that job demands play on self-employed worker psycho-social health outcomes. Using unique data on internet freelancers (N = 9,984), we integrate the Job Demand Control model with the Job Demands-Resources model for understanding worker health to assess the role that intrinsic and extrinsic work values play in self-employed workers’ perceived stress, emotional exhaustion, and reports of satisfaction with work-life balance. Consistent with previous scholarship, intrinsic work orientation reduces the negative effect of working time on satisfaction and stress, and extrinsic orientation enhances the negative effect. Our paper calls into question the importance of worker context relative to worker values when assessing the role that job demands and resources play on worker psycho-social outcomes.