Question: My son will begin shidduchim soon, having returned from learning in Eretz Yisroel this past Sukkos. My son has many maalos and we’ve been fortunate to be redd many shidduchim. I have a stack of résumés on my kitchen table. I am not saying this to boast. I am mentioning it because, as strange...Read More

Question: When redding a shidduch, it is my preference to speak directly with each single as the shidduch moves along. Of course, I am always happy to speak with the parents as well, but I feel it is important to speak with the single themselves after each date to be sure that I am hearing...Read More

Question: I was recently asked to redd a shidduch to a boy of mediocre intellectual ability who insists that he needs a girl of pleasant appearance “with a degree.” He says that he wants to learn for three years and go to medical school or pursue a professional career.  I certainly don’t want to burst his bubble, but how do I...Read More

Question: I am involved in a shidduch where the couple has met five times.  The dates are going well, and the conversation seems to flow naturally, but the couple has not yet connected on an emotional level. What pointers can I give the boy–or the girl– to take it to the next level?  Answer: Creating and sustaining an emotional...Read More

Question: My sister is currently an “older single.” She is a wonderful girl with “alle maalos” and she continues to get dates and go out. However, I find there to be an increasingly frustrating and hurtful trend of certain boys, specifically “older” ones, ending shidduchim after a first date. It is so hurtful to the girl and deeply...Read More