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Category: Three Day Rule

Podcast: The Data Science Behind Modern Dating and AI Matchmaking

Posted on March 2, 2026
love algorithm

LINKEDIN – The latest episode of the Harvard Data Science Review Podcast explores how data science shapes modern dating, questioning whether algorithms optimize for lasting relationships or simply user engagement. Host Liberty Vittert Capito and guest co-host Miguel Paredes are joined by Amy Andersen of Linx Dating and Adam Cohen-Aslatei of Three Day Rule Matchmaking to examine the gap between what people say they want and what they need, the limits of swipe-based systems, the value of post-date feedback as data, and whether AI enhances matchmaking or risks oversimplifying human connection. 

See full article at LinkedIn

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Three Day Rule Is Using AI for Matchmaking to Help Users Find Love

Posted on February 27, 2026

NBC NEWS – Three Day Rule, a new matchmaking app, uses an AI-generated algorithm to pair clients. Wired reporter Molly Higgins shares her experience with NBC News’ Ellison Barber, outlining the service’s strengths, drawbacks, and what it could mean for the future of dating apps.

See full article at NBC

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Three Day Rule Introduces AI Matchmaker “Tai”

Posted on February 16, 2026
Three Day Rule Tai

NBC BOSTON – Matchmaking service Three Day Rule launched an AI-powered matchmaking app featuring an AI assistant called “Tai.” The system is trained on the company’s historical matchmaker data to replicate a human matchmaker: it interviews users, curates matches, coaches conversations, and adapts to personality. CEO Adam Cohen-Aslatei described Tai as “your companion… that is going to find you love and amazing dates.”

See full article at NBC Boston

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Three Day Rule Tests AI-Led Matching and Messaging in New Dating App

Posted on February 5, 2026
Three Day Rule AI matchmaker

TECH BUZZ –  Three Day Rule launched an AI-driven dating app in 2025 that removes swiping and relies on automated matching and AI-guided conversations. Users answer 100+ questions, and the AI selects matches from a pool of about 250,000 singles. A $25/month subscription includes guaranteed matches and AI-generated introductions. In practice, multiple matches opened with identical AI-written messages, resulting in scripted conversations and limited personalization. The product design places AI at the center of both matching and messaging, reducing spontaneous, user-led interaction.

See full article at Tech Buzz

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Top Dating Apps by Press Coverage in 2025

Posted on January 15, 2026
Top Dating Apps by Press Coverage in 2025

OPW – In 2025, we selected and summarized over 600 of the top news items mentioning 212 companies from the online dating industry. Tinder took the top spot, followed by Match Group and Hinge. Here’s the full list of dating companies that received the most press coverage last year:

1. Tinder – CEO Faye Iosotaluno was replaced by Spencer Rascoff who took over the brand in an attempt to reinvent it for Gen Z through safety tools, AI, and product experiments.
2. Match Group – hired a new CEO, Spencer Rascoff, but lost several long term C-level execs, acquired Her and Salams, and pivoted to AI and emerging markets.
3. Hinge – reached 15 MAU worldwide, launched in Mexico and Brazil and also launched new features, but ended the year with it’s founder and CEO Justin McLeod stepping down, being succeeded by the CMO, Jackie Jantos.
4. Grindr – saw a year of growth, with numerous new features launched, mostly AI and safety oriented. At the end of the year, he company experienced a buyout attempt, which ultimately failed due to financing uncertainty.
5. Bumble – Whitney Wolfe Herd returned as a CEO in an attempt to revive the company which lost over 90% of it’s market value in the last 4 years. The company announced major layoffs and shut down two previously acquired apps, Fruitz and Official. It launched Bumble BFF as a standalone app.
6. Happn – was acquired by Hello Group, introduced flexible relationship options, and launched AI powered “Perfect Date” tool.
7. Matrimony.com – invested in AI in and attempt to boost the growth, however later financial results showed rising costs and a year-on-year profit decline in Q2 FY2026. In December, the company announced a share buyback.
8. Three Day Rule – launched a “$1 Million Matchmaking” service, secured an investment from Palm Venture Studios. Later in the year, it introduced Tai, an AI-powered matchmaking app.
9.-10. Chapter2, Match.com, OkCupid, Sitch, Tea
Chapter 2 acquired M14 white label dating platform last year. Match.com released another Singles in America study in June. OkCupid was usually mentioned alongside other Match Group’s app and we also used several of OKCupid’s studies for posts last year. Sitch raised $6.7M and announced the U.S. expansion. Tea was first mentioned as a fast growing app that should help women spot red flags before a first date, but their news coverage quickly turned to negative with two hacks that exposed user data. In October, the app was removed from AppStore by Apple.

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Testing AI Matchmakers: More Structure, Same Dating Fatigue

Posted on January 5, 2026
AI matchmaking

BUSINESS INSIDER – Two journalists tested four AI matchmaking services – Amata, Facebook Dating, Sitch, and Three Day Rule – to assess whether chatbot-led matching improved dating outcomes. After weeks of interacting with AI matchmakers, reviewing suggested profiles, and going on several dates, the conclusion was that AI added structure and convenience, such as slower matching, automated profiles, and date planning, but did not eliminate dating fatigue or materially improve results. Some dates occurred, mainly through Amata and Sitch, but overall the experience felt like a modified version of traditional dating apps rather than a fundamental change.

See full article at Business Insider

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AI Matchmaking: Podcast With Adam Cohen-Aslatei, CEO of Three Day Rule

Posted on December 29, 2025
Promotional image for the podcast episode 'AI Matchmaking: AI Reshapes Dating for Lasting Love' featuring Adam Cohen-Aslatei, CEO of Three Day Rule, and Shana James, M.A. The image includes text with the episode title and highlights the focus on using AI for enhancing dating experiences.

GOOD MEN PROJECT – In a Practicing Love episode, Shana James speaks with Adam Cohen-Aslatei, CEO of Three Day Rule, about using AI to address dating burnout and failures of swipe-based apps, especially for relationship-ready singles over 40. The discussion focuses on how AI is used to identify compatibility patterns, improve matching quality, and reduce guesswork through tools like better photos, identity verification, and messaging support, while still relying on human judgment. Three Day Rule positions AI as a complement to intentional dating and human discernment, not a replacement for real connection.

See full article at Good Men Project

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Three Day Rule Launches Tai, an AI Matchmaking App

Posted on October 8, 2025
Three Day Rule AI matchmaker

FAST COMPANY – Elite matchmaking firm Three Day Rule (where services can cost up to $100K) is launching Tai, an AI-powered matchmaking app. Unlike dating apps that leave users swiping, Tai aims to replicate the work of human matchmakers by using 15 years of client data, post-date feedback, and AI models to recommend partners and provide coaching. The app offers a free tier (limited chats with Tai and matches) and a $99/month premium plan with guaranteed introductions. CEO Adam Cohen-Aslatei argues matchmaking succeeds 70–80% of the time versus 9–11% for dating apps, and the AI app is meant to make the model more affordable and accessible.

See full article at Fast Company

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Frustration With Dating Apps Has Fueled a Boom in Luxury Matchmaking

Posted on October 2, 2025
matchmaking

LINKEDIN – With many users leaving mainstream dating apps, wealthy tech elites are increasingly turning to high-end matchmaking services. These services cater to busy professionals who see dating as a poor “ROI” on apps and are willing to pay anywhere from $14,500 to $500K per year for personalized matchmaking. Agencies like Three Day Rule, MacLynn, Greenwald Executive Matchmaking, Lisa Clampitt Matchmaking, and Shannon’s Circle offer highly customized services – from in-depth psychological coaching to curated introductions and even mock dates to improve etiquette. Clients are often Ivy League-educated, high-net-worth individuals in their 20s to 60s, with some parents even hiring matchmakers for their adult children.

See full article at LinkedIn

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Podcast With Whitney Wolfe Herd, Adam Cohen-Aslatei, and Steven Cole on Why Modern Dating Feels Broken

Posted on August 25, 2025

BumbleWBUR – On this episode of WBUR's On Point, host Amory Sivertson speaks with Whitney Wolfe Herd, CEO of Bumble; Adam Cohen-Aslatei, CEO of matchmaking company Three Day Rule; and Steven Cole, founder of Lunge, a dating app that connects people through fitness communities like gyms and run clubs. Whitney acknowledged that dating apps have left many people feeling exhausted. She said swiping has distorted human interaction by offering too much choice without enough context, reducing people to quick judgments. Returning to Bumble after stepping away, she wants to overhaul the app to emphasize safety, compatibility, and more complete profiles, moving away from gamification and shallow engagement. Adam Cohen-Aslatei said dating apps encourage treating people like objects, with quick photo-based judgments. At Three Day Rule, he focuses on matching through shared values and long-term compatibility, using feedback from dates to improve results. He argued dating is a skill people aren't taught, which makes the process harder. Steven Cole of Lunge noted that men often need 1,500 likes for one date on apps, and said in-person meetups like run clubs create more authentic connections.

See full article at WBUR

Curated by the Courtland Brooks team

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