Jackie and Matt first met in June of 2013, over an email titled: "Hi Matthew" and shortly thereafter, on a property tour during Jackie’s short-lived “million dollar listing” phase. Matt being the savvy real estate investor he is, continually made low ball offers and was always outbid. Luckily for them both, what started off as a few property tours eventually led to drinks and then finally to a dinner.

After 4 years of dating, living together and an apartment fire it was finally time for Matt to make the best decision of his life. To keep Jackie on her toes and to combine their love of NYC and food, Matt decided to propose on the corner in front of the restaurant where they had their first dinner. Through an overly elaborate plan which involved a holiday party, a fake meeting, an all black outfit and scotch tape, Matt successfully surprised Jackie with both the actual proposal as well as the day’s festivities which included sushi, massages and drinks/dinner with their closest family and friends.