"It's another day at work: I open the Three Day Rule app, tucked in an inconspicuous folder on my phone next to Hinge, Bumble, and Feeld. From the preview text bubble, I see that I have three new matches and that all three have begun with the same conversation opener: "Hey Molly! I noticed you enjoy live music too; what's the best concert you've seen recently?" Sigh. Here we go again."
"The app version of Three Day Rule promises a new approach to swipe-centric online dating. Instead of Tinder or similar apps, which start by presenting users a photo, and, if they're interested, provide further prompts to figure out if you have anything in common, Three Day Rule (commonly abbreviated to TDR) starts with several sessions asking you deep questions about yourself and what you're looking for in a relationship, like a real matchmaker would."
Three Day Rule operated as a white-glove matchmaking service for 15 years before launching its app in 2025. The app emphasizes deep-profile work, asking roughly 100 questions across multiple sessions before suggesting matches. AI matchmakers and coaches trained by human matchmakers generate prompts and suggest connections, while profiles can also be shared with an off-app white-glove service. The app aims to be more thoughtful than photo-first swiping, but it is iOS-only, requires subscriptions for top features, has a smaller dating pool, can surface mismatched suggestions, and often produces repetitive, formulaic AI messages that can stifle authentic conversation.
Read at WIRED
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