Should I take a break?

There are unique situations when a break would be helpful. The first is what we term a Feelings Break, when you find there is strong compatibility but you feel that you don’t have a sufficient emotional connection. A break may allow you to see whether there is a flicker of connection upon which to build. The second we call a Thinking Break, when you have strong feelings towards your dating partner but are facing a major decision and feel that it should not be clouded by the growing emotional bond. If a break is warranted, it must be broached with the utmost sensitivity and maturity.
Does family really matter when it comes to a shidduch?

You may marry “into” a family, but you are not marrying “the” family. People should be assessed on their own merit. At the same time, it is important to know what to try to understand about the family’s role on the person themselves. What type of parenting or family life did they have? How have they dealt with adversity in their upbringing? And, how important is a close connection to your spouse’s family?
The Five Fundamentals – The factors most important to look for in a spouse

When dating, it is so important to put most of your focus on “the fundamentals,” the absolutely most core parts of a person’s character.
Coping with disappointment in dating: The Rollercoaster syndrome

A girls meets a guy and is super excited about his date. This excitement remains at implausible levels for a few dates… until cracks appear in the image of perfection.
Is it true that opposites attract?

Being “opposite” is mostly not an advantage when it comes to relationships, with the exception of certain combinations of personality, especially strength and warmth of personality. A decent level of similarity is essential when it comes to most other aspects of personality, such as kindness and work ethic. When it comes to values, similarity is important, and the greater the convergence the better. When it comes to personal features, difference is not ever a plus, but most of the time they are easy areas for compromise.
Never settle for “second best”

You may reprioritize on some things you thought were important, but always make sure your spouse has your essential requirements. Dropping the insistence on unimportant preferences is perfectly okay, but do not abandon your truest priorities because it will mean you don’t have to date anymore.
Know the difference between love and infatuation

A relationship based on love is likely to stand the test of time; one based on infatuation won’t last. Love and infatuation can feel very similar. Make sure that what you have is (the beginnings of) real love, not infatuation.
Love comes from shared values and a common vision, along with a meaningful knowledge of and connection with another. Infatuation is based on heady chemistry, excitement about all the attention, and physical attraction.
Do you get stuck in the transition from “me” to “we”?

Dating begins as a selfish act, whereby a single person is seeking their own happiness. If it is to culminate in a lasting commitment it must result in a selfless love of another. For dating to have succeeded, we need to go from “me” to “we.” That is some journey to go on.
Some people get stuck along the way. If you find that you consistently get stuck along the way, it is worthwhile to ask yourself “Maybe it is me?” and not always assume there is something wrong with the other person.
First date didn’t go so well; is it recommended that I have a second date?

Is a second date always sensible? It depends. If you found you had nothing in common, or are looking for different things out of life, then there is no point pursuing this match. If, however, you have much in common, but your dating experience was poor, it is worth considering whether this might be different on a second date.