Parenting Challenging Children
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Parenting Challenging Children

Torah Lessons for the Home | June 25, 2025

When you look at this boy who is causing aggravation and heartache, it’s important to see not (just) how difficult he is, but rather how badly he needs you.

Raising challenging children can be exhausting. The heavy weight of responsibility can feel overwhelming. Having the right perspective can make all the difference. Harav Shimshon Pincus ztz”l would say: Parents don’t have to be “moser nefesh” for their children. Seeing parenting as a sacrifice will only weigh you down. Rather, parents should see it as a mission in life, their calling, to bring up children to be ehrliche Yidden.

As an aside, a father or mother who feels that they can’t go on any longer without a break, should take that break. This isn’t a case of selfishly putting their own needs first and doesn’t detract from their dedication to their children. Rather, it’s simply another aspect of doing one’s best job at raising healthy children.

There’s nothing wrong with taking a break from dealing with a challenging child’s issues once in a while, and there are creative ways to do so. Parents can go away for a day or two, or have a grandparent invite the child to stay with them for a few days. Of course this should be done in a manner that doesn’t suggest that you’re trying to get away from your child, and you should certainly never mention needing a break from him.

Of course, challenging children need more than just not feeling like a burden. They need to be drawn close and given extra time, attention, love, and patience. They need all of that in order to thrive, and they really can thrive when they get what they’re missing.

While that will mean giving more to such a child than his siblings are getting, parents must still do their best to avoid the impression of favoritism. This won’t be completely possible, but it’s often safe to assume that the other siblings, especially older ones, will understand. Of course there will be times when any normal child resents a sibling getting more of anything, but that’s usually not so terrible and often just part of family life.

The same concerns apply to a rebbi dealing with a difficult talmid. Frequently, a rebbi will be worried about how the rest of the class will react to the “problem talmid” being given special privileges, such as bringing the rebbi a drink. I often reassure teachers that the other boys in the class have already figured out what’s going on and don’t resent the special attention being given as much as one might think.

That said, it’s extremely important that extra time, attention, patience, and love is given in a way that builds up your son, rather than making him feel like even more of a loser.

It’s not unusual for children with issues to form a self-image of “failure” which proves very hard to reverse. That’s why parents have to find ways to highlight such children’s successes, and also reassure them that doing less well in other areas doesn’t mean that they are looked down upon.

Parents often find it hard to think up ways of achieving this — especially at tense moments when they’re feeling more like giving a punishment than a compliment. The key is to prepare when things are calm, when you’re alone and thinking clearly.

The Rebbe Rashab of Lubavitch ztz”l would say: “Just as we are commanded to put on tefillin every day, we are commanded to spend at least a half an hour each day thinking about our children’s chinuch.” Parents are obligated to take the time and make the effort to come up with the best ways to bring up each of their children, according to their unique needs. Children who are already struggling are even more in need of parents who are prepared to spend the extra few moments every day thinking up ways to build them up so that the challenges they face don’t drag them down.

Approaching chinuch in this way often requires parents to totally readjust their way of doing things. It’s only natural for a father to respond to these ideas with, “I don’t want to be patient and understanding with my son, and take him on nice walks. He should be learning, not wandering around feeling good about doing nothing!” This kind of parent wants what’s best for his son no less than a parent who happily spends time doing jigsaw puzzles with his child. It’s just that he doesn’t realize that “wasting all this time” is what’s going to give his child the tools he needs to succeed.

Parents often underestimate the impact their patience, devotion, calm attention, and unconditional love have on their children.

Parents may also resist adopting a new way of doing things due to a mistaken concept of what chinuch is. Chinuch doesn’t mean telling a child what to do, showing him how to do it, reminding him to do it, and punishing him if he fails to follow through.

Chinuch means instilling in our children the desire and ability to do the right thing.

All children want to please their parents. But not all children are born with the ability to do so. Some children need an extra helping of love and attention to give them the boost to get moving in the right direction. All the “extras” and “wasted time” aren’t wasted. They’re the fuel these children need to develop the confidence to do the right thing without worrying about failing. That’s what real chinuch is about — not just guiding our children in the right direction, but also enabling them to move along the right path under their own steam.

In Pirkei Avos, the Mishnah describes four types of people who go to the beis medrash: Those who go to learn and actually learn; those who go to learn but don’t learn when they get there; those who don’t go to the beis medrash but still learn, elsewhere; and those who don’t go anywhere and don’t learn anything.

The Yaavetz asks why the Mishnah refers to “four types of people who go...” when actually only two of the types go anywhere. He replies that as children, we all go to the beis medrash — all children go to cheider, to yeshivah — but the question is: What happens next?

If you want your child to be among those who “go to learn and actually learn,” you have to give them the cheshek to learn and the ability to devote themselves to it. For fragile, sensitive children, that means giving them more love and attention than you give to “non-problem children.” That’s part of their chinuch — that’s giving them what they need to thrive.

This is a lesson that applies in many areas of life. Too many people focus on results and “getting someone to change,” when what really matters (and the only thing that works) is enabling the person to make the change for themselves.

Imagine the following scene:

Husband: Why are you always trying to change me?
Wife: I love you, so of course I want what’s best for you, and for you to become the best person you can be.
Husband: I thought unconditional love was about accepting a person the way he is.
Wife: Well, I don’t know about that. Look at the baby. She’s really cute. But do you want her to stay the way she is forever?

Both husband and wife are wrong and right. If you really love someone, you will accept them as they are. That doesn’t mean that you have to give up on them changing, for the better, but you can’t make them change. No one can make another person change. All you can do is give them the ability and desire to make the changes for themselves.

Once you’re putting all these ideas into practice and noticing your child gain in confidence and feel more secure, you can and should focus more on what not to tolerate. That’s not to say that beforehand you permit any kind of behavior, but you’re less likely to have success in enforcing proper boundaries unless there’s love and security in the relationship.

What you need is for your son to clearly hear both halves of the message: “You’re great — you’re doing so well, and I love you so much. And this behavior with your little brother is out-of-bounds.”

As for the seven-year-old who’s getting the short end of the stick, all you can really do is make sure he knows that you’re looking out for him, that you see what’s going on, and that you’re sticking up for him and protecting him whenever necessary.

It’s so important that all our children feel protected by their parents, that we’re interested and involved in their lives, and that we take their issues seriously.

You also asked about a child who comes home reporting being bullied. In any such case, it’s even more critical to show him that you want to know what’s going on and that you’ll be taking all the necessary steps to deal with it.

That means never belittling what a child is enduring, listening with patience and sympathy, and then taking action. If speaking to the rebbi hasn’t helped, then you may have to speak to the principal. If speaking on the phone isn’t enough, you may have to pay a visit to the school and make it absolutely clear that bullying must not be tolerated and that the principal and the rebbi are responsible for your child’s safety while he’s in school.

A child should never lose trust in his parents because they didn’t stand up for him.

When it comes to practical advice for the child, it can be more complicated. Teaching a child who’s being physically attacked to “just fight back” risks turning the child into someone who is aggressive and doesn’t hesitate to use physical force himself.

Instead, tell your child that he should run away and not submit to being bullied. If he can’t, he must defend himself as best he can. But the child should never be left to deal with the situation on his own.

With love, attention, and a great deal of patience, we can expect be’ezras Hashem to see our children make the changes they need and begin to thrive. This can take time, but we should never despair — not of our children, and not of ourselves, as parents, either. So much of our investment in our children will only bear fruit years along the line. Sometimes, it can seem that a certain problem just will not resolve itself — and then, suddenly, years later, we realize that it disappeared, all on its own.

Many problems do clear up simply by our children growing up, although that doesn’t mean that we can sit back and wait for it to happen. As parents who want the best for our children, we need to make constant effort and invest countless tefillos in their success. Hashem should help that we all see the fruits of our labors and have so much nachas from all of our children.

When you look at this boy who is causing aggravation and heartache, it’s important to see not (just) how difficult he is, but rather how badly he needs you.

Raising challenging children can be exhausting. The heavy weight of responsibility can feel overwhelming. Having the right perspective can make all the difference. Harav Shimshon Pincus ztz”l would say: Parents don’t have to be “moser nefesh” for their children. Seeing parenting as a sacrifice will only weigh you down. Rather, parents should see it as a mission in life, their calling, to bring up children to be ehrliche Yidden.

As an aside, a father or mother who feels that they can’t go on any longer without a break, should take that break. This isn’t a case of selfishly putting their own needs first and doesn’t detract from their dedication to their children. Rather, it’s simply another aspect of doing one’s best job at raising healthy children.

There’s nothing wrong with taking a break from dealing with a challenging child’s issues once in a while, and there are creative ways to do so. Parents can go away for a day or two, or have a grandparent invite the child to stay with them for a few days. Of course this should be done in a manner that doesn’t suggest that you’re trying to get away from your child, and you should certainly never mention needing a break from him.

Of course, challenging children need more than just not feeling like a burden. They need to be drawn close and given extra time, attention, love, and patience. They need all of that in order to thrive, and they really can thrive when they get what they’re missing.

While that will mean giving more to such a child than his siblings are getting, parents must still do their best to avoid the impression of favoritism. This won’t be completely possible, but it’s often safe to assume that the other siblings, especially older ones, will understand. Of course there will be times when any normal child resents a sibling getting more of anything, but that’s usually not so terrible and often just part of family life.

The same concerns apply to a rebbi dealing with a difficult talmid. Frequently, a rebbi will be worried about how the rest of the class will react to the “problem talmid” being given special privileges, such as bringing the rebbi a drink. I often reassure teachers that the other boys in the class have already figured out what’s going on and don’t resent the special attention being given as much as one might think.

That said, it’s extremely important that extra time, attention, patience, and love is given in a way that builds up your son, rather than making him feel like even more of a loser.

It’s not unusual for children with issues to form a self-image of “failure” which proves very hard to reverse. That’s why parents have to find ways to highlight such children’s successes, and also reassure them that doing less well in other areas doesn’t mean that they are looked down upon.

Parents often find it hard to think up ways of achieving this — especially at tense moments when they’re feeling more like giving a punishment than a compliment. The key is to prepare when things are calm, when you’re alone and thinking clearly.

The Rebbe Rashab of Lubavitch ztz”l would say: “Just as we are commanded to put on tefillin every day, we are commanded to spend at least a half an hour each day thinking about our children’s chinuch.” Parents are obligated to take the time and make the effort to come up with the best ways to bring up each of their children, according to their unique needs. Children who are already struggling are even more in need of parents who are prepared to spend the extra few moments every day thinking up ways to build them up so that the challenges they face don’t drag them down.

Approaching chinuch in this way often requires parents to totally readjust their way of doing things. It’s only natural for a father to respond to these ideas with, “I don’t want to be patient and understanding with my son, and take him on nice walks. He should be learning, not wandering around feeling good about doing nothing!” This kind of parent wants what’s best for his son no less than a parent who happily spends time doing jigsaw puzzles with his child. It’s just that he doesn’t realize that “wasting all this time” is what’s going to give his child the tools he needs to succeed.

Parents often underestimate the impact their patience, devotion, calm attention, and unconditional love have on their children.

Parents may also resist adopting a new way of doing things due to a mistaken concept of what chinuch is. Chinuch doesn’t mean telling a child what to do, showing him how to do it, reminding him to do it, and punishing him if he fails to follow through.

Chinuch means instilling in our children the desire and ability to do the right thing.

All children want to please their parents. But not all children are born with the ability to do so. Some children need an extra helping of love and attention to give them the boost to get moving in the right direction. All the “extras” and “wasted time” aren’t wasted. They’re the fuel these children need to develop the confidence to do the right thing without worrying about failing. That’s what real chinuch is about — not just guiding our children in the right direction, but also enabling them to move along the right path under their own steam.

In Pirkei Avos, the Mishnah describes four types of people who go to the beis medrash: Those who go to learn and actually learn; those who go to learn but don’t learn when they get there; those who don’t go to the beis medrash but still learn, elsewhere; and those who don’t go anywhere and don’t learn anything.

The Yaavetz asks why the Mishnah refers to “four types of people who go...” when actually only two of the types go anywhere. He replies that as children, we all go to the beis medrash — all children go to cheider, to yeshivah — but the question is: What happens next?

If you want your child to be among those who “go to learn and actually learn,” you have to give them the cheshek to learn and the ability to devote themselves to it. For fragile, sensitive children, that means giving them more love and attention than you give to “non-problem children.” That’s part of their chinuch — that’s giving them what they need to thrive.

This is a lesson that applies in many areas of life. Too many people focus on results and “getting someone to change,” when what really matters (and the only thing that works) is enabling the person to make the change for themselves.

Imagine the following scene:

Husband: Why are you always trying to change me?
Wife: I love you, so of course I want what’s best for you, and for you to become the best person you can be.
Husband: I thought unconditional love was about accepting a person the way he is.
Wife: Well, I don’t know about that. Look at the baby. She’s really cute. But do you want her to stay the way she is forever?

Both husband and wife are wrong and right. If you really love someone, you will accept them as they are. That doesn’t mean that you have to give up on them changing, for the better, but you can’t make them change. No one can make another person change. All you can do is give them the ability and desire to make the changes for themselves.

Once you’re putting all these ideas into practice and noticing your child gain in confidence and feel more secure, you can and should focus more on what not to tolerate. That’s not to say that beforehand you permit any kind of behavior, but you’re less likely to have success in enforcing proper boundaries unless there’s love and security in the relationship.

What you need is for your son to clearly hear both halves of the message: “You’re great — you’re doing so well, and I love you so much. And this behavior with your little brother is out-of-bounds.”

As for the seven-year-old who’s getting the short end of the stick, all you can really do is make sure he knows that you’re looking out for him, that you see what’s going on, and that you’re sticking up for him and protecting him whenever necessary.

It’s so important that all our children feel protected by their parents, that we’re interested and involved in their lives, and that we take their issues seriously.

You also asked about a child who comes home reporting being bullied. In any such case, it’s even more critical to show him that you want to know what’s going on and that you’ll be taking all the necessary steps to deal with it.

That means never belittling what a child is enduring, listening with patience and sympathy, and then taking action. If speaking to the rebbi hasn’t helped, then you may have to speak to the principal. If speaking on the phone isn’t enough, you may have to pay a visit to the school and make it absolutely clear that bullying must not be tolerated and that the principal and the rebbi are responsible for your child’s safety while he’s in school.

A child should never lose trust in his parents because they didn’t stand up for him.

When it comes to practical advice for the child, it can be more complicated. Teaching a child who’s being physically attacked to “just fight back” risks turning the child into someone who is aggressive and doesn’t hesitate to use physical force himself.

Instead, tell your child that he should run away and not submit to being bullied. If he can’t, he must defend himself as best he can. But the child should never be left to deal with the situation on his own.

With love, attention, and a great deal of patience, we can expect be’ezras Hashem to see our children make the changes they need and begin to thrive. This can take time, but we should never despair — not of our children, and not of ourselves, as parents, either. So much of our investment in our children will only bear fruit years along the line. Sometimes, it can seem that a certain problem just will not resolve itself — and then, suddenly, years later, we realize that it disappeared, all on its own.

Many problems do clear up simply by our children growing up, although that doesn’t mean that we can sit back and wait for it to happen. As parents who want the best for our children, we need to make constant effort and invest countless tefillos in their success. Hashem should help that we all see the fruits of our labors and have so much nachas from all of our children.

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