Simone Grossman

Nationwide VIP Matchmaker

As a naturally empathetic, curious, positive person, Simone brings fun and joy to the matchmaking process. She works hard to set each of her clients up for success. She is a keen judge of character and gives genuine and insightful advice to everyone she works with.

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Experienced Matchmaker

Simone is an experienced Matchmaker and has been matchmaking professionally for years. She is passionate about working with clients from all walks of life.

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Jacob, 51

Work With Simone

If in need of dating encouragement, Simone knows just what to say and always provides helpful tips. She gives the best advice and helps her clients avoid sweating the small stuff. She is an “immaculate hype woman for all things related to romance!”

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Liam, 34

Featured In

A personalized, premium experience where you get a partner throughout the entire process. Read More
Matchmaking is emerging as a niche antidote to the agonies of online dating Read More
We're all so f*ing busy. We do need efficiency, it's a lot. Other than dating apps what do you do? Go to Three Day Rule. Read More
After I committed to the process, I felt enormous relief. I no longer had to fret about optimizing my chances of meeting eligible bachelors. Read More
We do the work for you. We meet everyone. When we find a great match, then we set you up on a date. Read More

Hear From Our Members & Matches

The women I met were lovely, successful, and refined! My last match Christine is beyond a dream come true, because I never would have dared to dream of a woman like her... And I never would have met her if it wasn’t for Three Day Rule!
Chris, 54
Without my Matchmaker's intuition, expertise, advice and guidance, and Three Day Rule's expansive network of quality singles, I would have never met my wife Sarah - the most kind-hearted, genuine, funny and quirky woman I know - my better half!
Jason, 37
Aidan, 36

Simone has introduced me to people whom I fell for at first sight. All while not trying to change me to fit some mold. Working with Simone has been a privilege and a highlight of my year.

Liam, 34

Working with Simone and Three Day Rule was a next level experience. Not only did I benefit from having someone to confide in and coach me, but they introduced me to the woman of my dreams within just 2 months.

Jacob, 51

TDR looks to be following a specific methodology on how to match people that are highly compatible, and Simone is a master. Simone is a master and I've come to trust her advice. You are in great hands with Simone.

Vaughn, 44
Maryann , 34
Jedd , 51
Sean, 53
Chad, 51
Shawn, 32
Troy, 40
Mark, 51
Jack, 38