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Social media platforms offer flagging, a technical feature that empowersusers to report inappropriate posts or bad actors, to reduce online harms.While flags are often presented as flimsy icons, their simple interfacedisguises complex underlying interactions among users, algorithms, andmoderators. Through semi-structured interviews with 22 active social mediausers who had recently flagged, we examine their understanding of flaggingprocedures, explore the factors that motivate and demotivate them from engagingin flagging, and surface their emotional, cognitive, and privacy concerns. Ourfindings show that a belief in generalized reciprocity motivates flagsubmissions, but deficiencies in procedural transparency create gaps in users'mental models of how platforms process flags. We highlight how flags raisequestions about the distribution of labor and responsibility between platformsand users for addressing online harm. We recommend innovations in the flaggingdesign space that assist user comprehension and facilitate granular statuschecks while aligning with their privacy and security expectations.

Cleaning Up the Streets: Understanding Motivations, Mental Models, and Concerns of Users Flagging Social Media Posts