Three Day Rule Shark Tank Update – Shark Tank Season 4

Three Day Rule promised hand-picked matches for professionals tired of swiping and small talk, but did the Sharks bite?

By Rob Merlino  |  Last updated: July 29, 2025

three day rule shark tank episode 424 dating service

Three Day Rule was a new, exclusive online dating site that entrepreneur Val Brennen pitched on Shark Tank Season 4 Episode 26.Ā 

Check out moreĀ Shark Tank Season 4 Episodes.

About Three Day Rule

Category Details
Business Name Three Day Rule
Founder Val Brennen
Industry Online Dating, Matchmaking
Product Exclusive online dating site
Deal status No Deal
Investment Asked $200,000 for 10% Equity
Valuation $2 million (At the time of the Shark Tank pitch)

The name, Three Day Rule, is a slightly sarcastic dig at one of the dating rules professed in the popular book, The Rules, in which there is a rule published that states you should wait three days before calling someone you just met that you’re interested in dating.

Brennen wanted to create a dating experience that transcends the ā€œgame playingā€ most online dating platforms encourage.Ā 

Brennen realized busy professionals don’t have the time for games or for the traditional ā€œbar scene.ā€ Statistics indicated 20 percent of people in a new, committed relationship met on a dating site, and Three Day Rule believed its methods are better than the rest.Ā Ā 

The Three Day Rule was built around being invitation-only, and members must pass a screening process to be accepted into the program. The goal was to create an ā€œexceptional pool of hand-picked singles, rather than a shopping cart of complete strangers.ā€

Three Day RuleĀ Shark Tank Recap

Val Brennen came to the Tank hoping to secure $200,000 for a 10% stake in her company, Three Day Rule. She explained that ā€œbusy professionals deserve a better experience,ā€ describing how potential customers went through a process to join the site, which filtered out ā€œfakeā€ profiles and targeted higher-income users.

The business was ā€œpre-revenueā€ at the time of the pitch in 2013, meaning the site had been online for a month but hadn’t started charging its planned subscription fee yet.

The fee was supposed to be $100 a month (considered pricey for an online dating service even with its exclusivity claims).Ā 

Brennen had already been running a successful offline matchmaking business, which cleared $70,000 the previous year. The Three Day Rule site was simply an expansion of her already-functioning business.

Did Three Day Rule Get a Deal on Shark Tank?

As often happens when information is brought in late, the Sharks were skeptical. Robert Herjavec told Brennen, ā€œYou have the perfect answers, but they’re all based on theory.Ā 

Mark Cuban asked what set Three Day Rule apart. Brennen explained that the vetting process made her business different, but Cuban didn’t think the difference was strong enough, so he was out.

Kevin O’Leary believed the market was far too competitive and the risk too big, so he went out too.Ā 

Daymond John went out, hilariously saying, ā€œNever invest in a single matchmaker.ā€ Robert Herjavec agreed with Mark Cuban that the company just wasn’t different enough from what was already on the market. He opted out as well.

Barbara Corcoran disliked the name and agreed with the other Sharks’ assessments. She went out too, and in the end, Three Day Rule left the Tank without a deal.

Why Didn’t Three Day Rule Get a Deal?Ā 

It was trying to enter a highly saturated and competitive market by ingraining elitism in its user experience. This would have worked fine on paper if there weren’t undertones of classism and fake manufactured exclusivity involved.

The product might sail and even sprint, but it was understandable why the Sharks did not want to bite on this one.Ā 

Three Day Rule Shark Tank Update

In spite of the lack of interest from the Sharks, Brennen was able to land a deal with Match.com to handle their match-making capabilities.

The deal was strong enough that Three Day Rule was switched to a more traditional model, with a free membership option, while the owners switched their focus back to the offline dating service that was already in place.Ā 

By partnering with Match, Brennen and her partners were able to expand the matchmaking business while scaling back the online offering. It took more than three days, but the Three Day Rule may have found its foothold in the dating industry.

As of 2023, the company continued to operate and had $5 million in annual revenue. The estimated net worth of Three Day Rule ranges between $15 million and $25 million as of 2025.

Posts about Three Day RuleĀ on Shark Tank Blog

Check out more details on this exclusive online dating platform.

Where Can You Buy It?

You can also perhaps get yourself a referral and a date on their website and find out more about them on their FacebookĀ page.Ā 

Quick Summary

  • Val Brennen pitched Three Day Rule, an exclusive online dating site, on Shark Tank.
  • The site is invitation-only, targeting busy professionals who seek a more serious dating experience.
  • Despite no deal from the Sharks, Brennen partnered with Match.com to expand their matchmaking services.

While Three Day Rule continued on without a Shark, what are the latest updates on the other businesses from the same episode? Check out now!Ā 

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Entrepreneur, author, and raconteur, Rob Merlino is a blogger and writer who enjoys the Shark Tank TV show and hot dogs. A father of five, he freelances for a variety of publications and manages a stable of websites, including Shark Tank Blog, Hot Dog Stories, RobMerlino.com, and more.
1 Comment
  • I thought the subscription pricing was HORRENDOUS!

    After watching last nights repeat, I decided to check her pricing, and it looks like they’ve come down to a monthly fee that pretty much inline with the big sites.

    You’ll get more people to join your premium site if you offer fairly value pricing. Hope they are doing well.

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