Three Day Rule promises to make matchmaking affordable by integrating AI matchmakers and coaches into a dating app. But what’s the point when humans looking for connection are just talking through AI chatbots?

Makes matchmaking affordable. AI coaches are trained by real human matchmakers. Convenient app. More in-depth prompts to help find matches based not only on looks. Profile is also shared off-app with white-glove matchmaking service.

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.

Three Day Rule operated as a white-glove matchmaking service for 15 years prior to launching its app in 2025. The app version of Three Day Rule promises a new approach to swipe-centric online dating. Instead of Tinder ...