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Simone Grossman


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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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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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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
As our conversation grows deeper, I find myself increasingly invested in this entire process. Read More
A lot of men come to us asking, ‘What’s behind the door of a yoga studio? Where are these amazing women hiding?' They love the idea that someone else can do the legwork. Read More

Hear From Our Members & Matches

I met the love of my life through Three Day Rule!

Allie, Entrepreneur. Married

Trust your Matchmaker. These are the experts, they are born to do this... I did and I ended up meeting the love of my life.

Allie, Entrepreneur. Married
I have no doubt that I owe the relationship to Three Day Rule. He was and is exactly the kind of man I told her I was looking for, but I never would have known...Based on my experience, I've referred several people to Three Day Rule.
Lauren, 32
Lauren & David, Married
Thomas, 39
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