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By analyzing 39 interviews with freelancers and clients on the online labor platform Upwork, we identify five key self-branding strategies: boosting a profile, showcasing skills, expanding presence, maintaining relationships with clients, and individualizing brand. These self-branding strategies are contextualized within Goffman\u2019s dramaturgical theory and through an affordances lens, showing immanent tensions. While online freelancers successfully leverage self-branding to improve their visibility on Upwork and beyond, the client perspective reveals a fine line between too little and too much self-branding. Online freelancers must brand themselves in visibility games when the game rules are largely opaque, riddled with uncertainty, and constantly evolving. 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