How to Raise Confident Kids | Brandon Webb

29 Jun 2026 · 1 h 1 min · 31 chapters

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In short

Brandon Webb explains how to raise confident kids using Navy SEAL mental-management methods: emotional regulation, visualization/mental rehearsal, asking better questions, building resilience through appropriate stress, and co-parenting without “weaponizing” kids.

Guest backgrounds

Brandon Webb is a former Navy SEAL sniper instructor and author of Puddle Jumpers. He left the SEALs in 2006, later faced business failure (2008) and divorce, and now co-parents with his ex. He applies his training to his three children (now ages 19, 22, 24).

Key claims

Parents’ voices become children’s inner voice; praise should reward effort/trying, not just being “smart”; discipline should uncover the “why” and model emotional regulation; kids need stress to build resilience; changing the environment (friend groups/teacher relationships) can fix behavior; divorced parents should stay aligned.

Notable examples

First-grade presentation visualization reduced a child’s nervousness; a prom/weed incident led to overpunishment and later an apology; a middle-school basketball/teacher conflict improved after removing the child from the environment (independent study) rather than pushing for advocacy; a daughter’s mug break showed calm emotional regulation; a teen’s confidence grew when parents trusted autonomy (subway trip at 16).

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

From Military to Parenting

0:00 to 0:35

Brandon shares how his Navy training informs his parenting style.

“People hear Mint Mobile is$15 a month and they all ask the same thing.”

From Military to Parenting

0:38 to 1:02

Brandon shares how his Navy training informs his parenting style.

“Cut your wireless bill to 15 bucks a month at mintmobile.com slash charm.”

From Military to Parenting

2:29 to 3:40

Brandon shares how his Navy training informs his parenting style.

“I'm curious to hear the moment when you realized that sniper training could help with raising kids.”

Learning and Growth through Parenting

3:40 to 4:47

Discussing the importance of positive influences and parenting challenges.

“and he was super nervous to give a presentation in front of class.”

The Cost of Divorced Parenting

4:47 to 6:13

Exploring the challenges divorced parents face and the importance of co-parenting.

“It was just the fact that I had kids so young, right?”

Apologizing and Learning as Parents

6:13 to 8:13

The importance of admitting mistakes and modeling conflict resolution for kids.

“And that's part of, you know, the one thing I think my ex and I did really well was we're always on the same page, even if I didn't agree with her.”

Building Resilience in Children

8:13 to 11:24

Discussing how kids need stress to develop resilience and life skills.

“And I think as your kids get older, you're going to have more and more of these situations as parents need to realize.”

Facing Challenges and Lessons Learned

11:24 to 14:01

Brandon reflects on important lessons from parenting experiences and resilience.

“And, you know, you end up like my daughter telling me her classmates, you know, having a total meltdown on something very simple that happens in life.”

Parenting and Kid's Development

14:01 to 15:38

Learn how parental support shapes a child's confidence and behavior.

“And to me, that was mission accomplished.”

Parenting and Kid's Development

15:41 to 16:04

Learn how parental support shapes a child's confidence and behavior.

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Show all 31 chapters

Understanding Child Behavior

16:18 to 21:06

Explore effective parenting strategies to understand and support children.

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Emotional Regulation in Parenting

21:06 to 27:03

Learn the importance of emotional regulation for effective parenting.

“because they behave differently in the pack of wild animals.”

Reflections on Parenting and Growth

28:00 to 30:04

Discussing the impact of emotional responses on conversations and relationships.

“So taking that beat and asking yourself why, why am I responding in this way?”

The Balance of Praise and Failure

30:04 to 32:43

Exploring the importance of praise versus sharing failures with children.

“So I was like, that's like to have that relationship with your adult kids is pretty, pretty meaningful.”

Building Confidence Through Challenges

32:43 to 35:28

Sharing personal stories of teaching kids to face challenges and build resilience.

“And again, this could have been one of those over-advocating moments where I went up to the Rex Quando guy, right?”

The Role of Environment in Success

35:28 to 38:10

Discussing how the right environment influences children's development and willpower.

“Another story I tell when I flew to Oregon to take him to see my dad, we're at the Portland airport, which is a funny airport there.”

Changing Environments for Better Outcomes

39:06 to 42:00

Examining how changing a child's environment can lead to positive development.

“And we don't think about all the ways that environment actually strengthens our willpower, especially for kids who are so impressionable.”

Creating Positive Environments for Kids

42:00 to 43:10

Learn how curating experiences and environments can impact children's development.

“and she says, hey, I want to move from California to Portland.”

The Importance of Authentic Conversations

43:10 to 44:10

Discover the value of discussing failures and struggles with your children.

“we did a spring ski trip in the Alps, which sounds very fancy, but I'm telling you, 30 euro a day lift pass in Oron in the French Alps, not a bad gig.”

The Pressure of Perfection in Parenting

44:10 to 45:20

Understand the pressure parents feel to be perfect and its impact on kids.

“She thought she had to be perfect and make sense why she was also a 4.3 GPA and, you know, so focused on her academics.”

Transitioning Parenting Styles as Kids Grow

45:20 to 46:40

Explore how parenting styles need to adapt as children become more independent.

“It's really hard to tell a 17-year-old, you can't go out to your friend's party on a Friday night.”

Raising Resilient and Confident Kids

46:40 to 48:20

Learn about the importance of teaching kids to make their own decisions confidently.

“I had a wall street journal interview a few weeks ago and I was like, they were asking, what do you do with this?”

Discipline vs. Punishment in Parenting

48:20 to 49:30

Discover the difference between discipline as guidance and punishment as fear.

“I was like, oh man, I can't stand that kid.”

The Role of Support and Communication

49:30 to 51:00

Understand how open communication can alleviate children's self-imposed pressure.

“And so much of discipline is tied to that.”

The Power of Visualization in Mental Management

51:00 to 52:30

Learn how visualization techniques can aid in mental preparation for kids.

“And usually you want to rehearse for, let's just say, my son's speech in class.”

Self-Talk and Its Impact on Children

52:30 to 53:50

Explore how positive and negative self-talk affects children's mindset.

“There's a story I tell in the book about a prisoner of war who was captured at Vietnam, a pilot who was shot down, captured four years in this terrible prisoner of war camp.”

Teaching Effective Communication Techniques

53:50 to 56:00

Discover methods for communicating effectively with children to foster growth.

“understanding when that voice gets in our head.”

Transforming Communication with Kids

56:00 to 59:35

Learn how the way we communicate with children shapes their inner voice and confidence.

“And so he said, look, don't say the mistake.”

Understanding Misconceptions as a SEAL Dad

59:35 to 1:01:06

Explore the common misconceptions about being a Navy SEAL dad and the importance of encouragement.

“But I think that that's a big misperception they get around me personally as a sealed dad, that I'm just this super strict disciplinarian, which is not the case.”

Book and Checklist Promotion

1:01:06 to 1:01:25

Discover where to find more about the book and checklist for parenting.

Book and Checklist Promotion

1:02:25 to 1:02:36

Discover where to find more about the book and checklist for parenting.

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Transcript

Automatic transcript. May contain errors.

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1:25Shop top brand appliances now at The Home Depot. Offer valid June 17th, July 8th, US only C-Store online for details. Our voices to our kids become their inner voice. And think about that as a moment, as a let that land. How do you want your kid to listen to you when they're older? Do they want that voice to be a voice of positivity and encouragement or one just like nagging at them?

1:55All right, let's kick off today's show. Today we're talking with Brandon Webb, former Navy SEAL sniper instructor and author of Puddle Jumpers. Brandon left the teams in 2006 when his marriage was struggling and applied the same mental management training he taught snipers to raising all three of his kids. Brandon shares why your voice becomes their inner voice, how visualization cut failure rates to zero in his sniper training, the real cost of pointing out mistakes, and why divorced parents weaponize kids and fail. Welcome to the show, Brandon. It's great to have you. Yeah, thanks for having me.

2:31I'm curious to hear the moment when you realized that sniper training could help with raising kids. yeah it's i think i got there in a interesting way because when i left the navy in 2006 and i largely left the seal teams because i had a young young family and my marriage was struggling and i remember my oldest son who was born when i was in afghanistan was four and he was like why are you going away on another trip? So I left the Navy in 2006. And then I started getting into entrepreneurship. I lost my first business in 2008 in the financial crisis and then divorced right on top of that. And I'm like, I use this like positive psychology training.

3:23I used to teach snipers on myself first. And then I realized, I think shortly after that, wow, this actually works in my kind of military to civilian life transition. And this should be able to work for kids. And the first time that I used it was when Jackson was in first grade and he was super nervous to give a presentation in front of class. So I work with him on visualization, mental rehearsal, and it was very effective. And then I started to, as they're getting older, give them the same kind of reading list I would give my sniper students on a book called With Winning in Mind, which was one of the pioneers in mental management, Lanny Basham, he's a gold medalist.

4:10I talk about him in Puddle Jumpers quite a bit and started giving my kids these books to read on memorization, mental management, and then biographies that influenced me and just started to kind of, you know, try and shape them in a positive way. But I think that like many parents, there's no freaking course we take when we have a kid, right? Just like you're thrown into this thing. I was fortunate enough to have this mental management training to fall back on, I think, was definitely an edge. And I never in a million years would have thought I would be writing a book on parenting. It was just the fact that I had kids so young, right?

4:55My ex was 19. I was 22, a young SEAL. She was graduating from San Diego State. And we had kids, you know, we were kids ourselves when we had children. And as my kids were getting older, I would bring them to meetings with my business class alumni, my friends in New York, and they just resoundingly, even I have friends like Kamal Ravikant, who was not even a parent, was like, dude, your kids are awesome. You need to write a book. And so I said, you know what, maybe I do have something to offer here. And credit to their mom, too, who was an amazing co-parent. But we're co-parenting as a divorced couple.

5:37And I think there's a lot I talk about that in the book, too, in a positive way, because I see so many couples divorced with children and they weaponize the kids, they use the kids against each other. And that doesn't end well for the child or the parent who wants a good relationship with the kids when they get older. Because I have a 19, 22, 24-year-old and we still vacation together. They come and want to hang out with me and they proactively reach out. And that's, to me, the best thing as a parent you could ask for is to kind of maintain that friendship with your kids when they when they leave the house you missed one equation there which is uh the parents weaponize the kids but the children weaponize themselves against their parents to get what they want they manipulate their parents and strike and strike deals uh to make sure that wherever they go with mom or with dad they're being set up that they're that they're now now they have cards in their hands.

6:41Yeah. And that's part of, you know, the one thing I think my ex and I did really well was we're always on the same page, even if I didn't agree with her. And there's plenty of times I talk about it openly in the book where we over punished. Like we had an incident in the house where my oldest, who I think was a, he was a junior. Yeah. He was a junior. His girlfriend, his ex-girlfriend had moved away and gave him a bag of weed and he's like well i don't smoke this stuff but my sister's kind of cool she's younger maybe i'll just give it to her and she could sell it you know with her cool friends so the mom found this like bag of pot and my daughter's under my daughter's bed and it was this huge family drama we found out it was like the mastermind was my oldest jackson and gretchen called me he's like we need to take he's really looking forward to junior prom it's gonna hurt it's gonna be a it's gonna sting if we take that away and I was like I don't know it's this junior prom like that comes around only once so often but she felt strong I'm like okay I'm with you so we were always to your point John on the same page for better or for worse now turns out we over punished like Jackson went to prom anyway and wrote his mom this really heartfelt letter, which I published in Puddle Jumpers.

8:05And we realized she called me crying. And she's like, you were right. We should have never done this. And that's the other thing as a parent, sometimes you have to apologize. We said literally, like, we're sorry. We messed up. We took it too far. We're only human. And I think as your kids get older, you're going to have more and more of these situations as parents need to realize. It's okay to tell your kid you're sorry. Like you're actually modeling good conflict resolution. Well, I think there's so many instincts we have that come up and trip us up as parents or just performing. And I'd love to zoom out a little bit back to the Navy SEAL days because so much of the training that you're talking around, mental management, is helping Navy SEALs overcome those instincts that lead us astray, those mental games that lead to tough performances that don't allow us to pick ourselves back up and build the resilience that we need.

8:59Yeah, no, the emotional regulation is a big one. And that's something I think I did a really good job modeling to my kids. Because I remember, again, another story I tell in the book where my daughter was visiting me as she was a freshman at Goldsmiths in London. She came to Lisbon on a break. And she said, I remember standing in your kitchen and I dropped this really nice ceramic. I have these, in Portugal, they make amazing ceramics. I had a nice like ceramic coffee mug and she dropped it and smashed. And she looked over at me and she told me, she's like, I felt like I was five years old again.

9:41And she said, you just looked up from your chess game and was like, Madison, it's just a freaking mug. Like, it's not important, we'll get another one. And she says, when she was in school, she realized how many of her classmates didn't have that. Like they would, some tiny thing would go wrong and they would lose their shit. And she's like, I never really appreciated that until I started to reflect on how I was raised and the example you set for me. So again, the emotional regulation is a big one. And I always, and their mom too, try to turn, you know, these little situations that we encounter in life, whether it's some person losing it at the airport over a, you know, a flight that got canceled completely out of the gate agent's control and they're just losing their shit.

10:30I'm like, look guys, it's not the way to behave. You know? So these, these little things I talk about in the book also to build resilience, kids need stress. There was a biosphere experiment they did in the nineties in Arizona, what it'd be like to colonize Mars. and they were growing plants inside this dome and these trees would get to a certain height and fall over and they couldn't understand why. And then they realized, wow, the trees need stress of wind, this outside wind to grow strong roots. And it's the same with kids. They need to do these little things by themselves, make their lunch, walk to the bus stop on their own, do a sleepover.

11:14a lot of things today, I think parents are too overprotective and their kids grow up. And then when they're unleashed in the real world, they don't have these kind of skills to deal with stuff. And, you know, you end up like my daughter telling me her classmates, you know, having a total meltdown on something very simple that happens in life. Well, I think many of our instincts as parents are around avoiding and trying to keep our kids from making the same mistakes we made. or having the same failures that we faced. In actuality, we're robbing them of that ability to build resilience. And I think many of us don't realize that resilience is actually a trained skill set.

11:55It's not an innate ability. So they need that exposure to the stress to be able to work through it and manage those emotions effectively and not wait until they're in college to face their first stress of a failed exam or someone not liking them or not getting into a fraternity or sorority. no 100 um i also think a common thing parents i see a common mistake especially in high like six what i would say like dual income parents you know very career focused they over advocate for the kids i remember our youngest had very struggled in middle school almost failed out of middle school in the seventh grader we ended up pulling him out and independence putting him on independent study because we found out it was actually he had a really bad relationship with his homeroom teacher and we needed to change that environment.

12:48He had a growth spurt, went from like 5 '5 to 6 '3 as a freshman and was a basketball player, made the team. And two weeks later, coach kicked him off and wrote his mom and I this long email and said, look, he's a great player, just not coachable. He's cocky. He's got an attitude. He doesn't listen. He's causing a distraction to the other players. And I have 20 kids behind him. I don't care how good he is. So he got kicked off. And I think a lot of parents would have had a reaction, go down to the principal's office, advocate, get it, get the kid back on the team where in actuality, his mom and I had a conversation.

13:29We're like, okay, this is going to be good for him. He needs this. Like this is going to be a learning lesson for him. And I flew, you know, he was living full-time with his mom and her husband in Oregon. So I flew out to Portland, spent two weeks with him, had a lot of conversations with him about my experience working in the, in the private sector and also the military with talented jerks. Nobody wants to work with a talented jerk. You see this over and over. It's just somebody is so smart or good at what they do, but the ego is massive and it's causing pain for everybody in their in their surrounding so this kid had to go a year watching his buddy suit up and go on that basketball court and it was he had to eat some humble pie fast forward sophomore year he made it he made the team and the coach wrote us another email and said thank you for taking my feedback i don't know what you did with Tyler, but he's a changed player.

14:31Like he's, he's unselfish. He listens. And to me, that was mission accomplished. But I think that's the other thing, parents, they don't, they want to instinctively protect their kid and they don't take a timeout and go, wait a minute, is there something here? Right. Is, is there, is the coach right? Is the teacher right? You know, there are times to advocate for your kids, but in many times, you know, these are lessons that these kids need to learn. People hear Mint Mobile is$15 a month and they all ask the same thing. What's the catch? I ask the same thing. There's no catch. Unlimited talk, text and data on the nation's largest 5G network.

15:17Award winning customer support, 15 bucks a month. You keep your current phone. You keep your number. You pick a 3, 6, or 12-month plan, and you're done with a monthly bill forever. Sign up online. Three months of wireless for just$15 a month. That's it. I'll be honest. I kept waiting for the fine print. There isn't any. Go to mintmobile.com slash charm. That's mintmobile.com slash charm. Cut your wireless bill to 15 bucks a month at mintmobile.com slash charm. That's it. There's no catch. $45 upfront payment required, equivalent to$15 per month. New customers on a first three-month only plan. Speed slower above 40 gigs on an unlimited plan.

16:01Additional taxes, fees, and restrictions apply. See Mint Mobile for details.

16:08New summer arrivals are at Nordstrom Rack stores now. Get ready to save big with up to 60 % off brands like Rag & Bone, Levi's, Adidas, and Free People. Join the Nordic Club to unlock exclusive discounts, shop new arrivals first, and more. Plus, buy online and pick up at your favorite rack store for free. Great brands, great prices. That's why you rack. Well, take us back to those conversations with him, because I think many in our audience who are parents are envisioning him pushing back and being very ticked off at you that, hey, these other kids' parents are advocating for them. Like, why don't you have my back?

16:46Why aren't you advocating for me to get back on the team? Well, I think in that situation, and I wrote a whole checklist of puddle jumpers for discipline, because I think parents, out of love and fear, sometimes they have this emotional reaction to a situation and they want to protect. But in many cases, they're just jumping right into the punishment. Like, what are we going to do to punish this kid for the behavior? They don't necessarily peel back the layers and understand the why of the behavior. And so here's an example. When my, back when my youngest was failing out of middle school, D's F's, he was in a bad friend group.

17:28His mom would call me once a week when I was living in New York. And she's like, look, I got to send this kid to you. He's driving me crazy. You know, we looked at military schools. I found a really strict one in Puerto Rico and then she calls me a week later and says he's been suspended and I'm like what happened well he ordered pizza to the class the teacher said you can't do that so next day he ordered 20 pizzas and sent them to the principal's office as a workaround gets suspended and she's like we need to punish him and I said let me talk to this woman Dr. Baker who helped us through our divorce and really helped give us a playbook for being co-parents.

18:12I said, let me talk to Baker. So I said, let me set up a call. So we had this group call with a psychologist. And she says, look, your son is, boys, especially 12 to 15 are at such high risk of being pushed away from the parents because they're going to act up. It's that they're going through puberty. She's like, you need to make sure he feels supported. And you guys need to get to the why of the behavior. Like, why is he acting out? So again, I flew to Portland and spent two weeks with him. We just hung out. The other thing that I think parents need to understand and the data, I learned this writing the book, when you're talking, having a serious conversation with a kid, don't just put them across the kitchen table from you because it creates this adversarial environment.

19:02Like, go shoot hoops, take a drive, go for a walk, go for a meal. It changes the dynamic and kids let their guard down and will actually have a conversation and be open to having this conversation. So him and I spent, you know, two weeks together and I just kept asking why, like, why did you do this? And eventually he's like, well, you know what, dad, you know, she's embarrassed me in front of class a few times. She said some pretty nasty things. And I think I was just showing her that I'm in control with what I did. And so, um, and we found out like some things that this teacher had said, which were terrible.

19:37Like I was shocked that a teacher would say this and embarrass a kid like this in front of a 12 year old in front of his peers. So we went to the principal's office and said, look, you know, this is kind of an issue we have with our son and this teacher. And he said, and the principal says, look, we've had 20 complaints, but we're shorthanded. this teacher has been a problem, but there's nothing we can do. So we, we actually took his side and said, Tyler, we're going to pull you out and put you on independent study until you're for all of eight, the rest of seventh, all of eighth. And then you go into high school to clean slate.

20:14So he was, I could see the relief on his face when we actually understood what he was going through and took his side and supported him. We didn't punish him at all. We just put him on independent study. Grades went up to A's and B's. COVID happened his eighth grade year, so it really didn't matter. All his friends were on homeschool anyway. And then this is a kid that wrote a B average plus all through high school. And I think when he got to the point as a freshman, he knew that we had his back and that his behavior was the problem. Because he wanted back on that team. He begged the coach. He's like, I'll be the water boy.

20:57I don't care. I just want to be around my buddies. Coach is like, nope. So that was a huge turning point for him and his behavior. And I take my kids on a one-on-one trip every year because they behave differently in the pack of wild animals. but I took him in March this March to New York and uh we hung out and I was just like so impressed with this 19 year old he was polite he's asking good questions and the other thing I think parents need to get better at is asking better questions you know how was your day is a bullshit question you're gonna get a bullshit answer like what was the most interesting thing that happened to you today you know what if you're if today was a movie what would it be titled you know asking these questions to get them to kind of open up um will not only make you know just better it'll make ask better questions you get better answers but i think as a society we don't ask it enough questions period but especially parents we gotta we gotta ask better questions and my point on that is that i we had a new york trip together he wanted to see wemby they were playing the Brooklyn Nets, and he's a big basketball fan.

22:12I took him to dinner and I prepared two questions for dinner. One, what's something you feel a lot of pressure on right now that your mom and I don't, we don't notice? And then two, what are you doing in school that you maybe think is kind of a waste of your time? And those two questions lasted for four hours of dinner conversation. And the first one, I was shocked because he told me that his girlfriend's parents his parents of his of his couple of his best buddies he's like they put a lot of pressure on me dad they're they ask about you being a navy seal and like what am i going to do with my life am i going to be a navy seal so i had a whole conversation about the fact that he's just got to do do him and that the best thing his mom and i want for him is for him to find what makes him happy and to do that like we don't care about anything else and then how be careful because adults will put their insecurities on you.

23:10And, you know, I think these, I don't think his parents of his friends mean any harm, but people can say things, you know, even to the younger kids. That's why I think it's so important to have conversations with the kids about other adults and how to defend against this like sea of negativity that we live in, right? Whether it's the news or social media. Yeah. Well, what strikes me about those examples are they're very emotional and reactive moments for parents to get this news that your kid is going to be suspended or your star player is not going to make the basketball team. And I think many of us in those moments, what you're saying is logical and I would love to get there, but I'm having an emotional reaction myself.

23:53I'm struggling to regulate my own emotions and not get pissed off at the coach or pissed off at my son for behaving in that manner. So walk us through the emotional regulation training that I think helps a lot of parents get over the hump to get to these deeper questions, to get to these moments that are coachable and imprinting. Well, for the parents, the best thing you can do for your kids is model good behavior around emotional regulation. So they look to you as my daughter wrote me when, because I asked the kids when I was writing the book, what's one thing you remember I did really well as your dad?

24:30What's one thing you wish I had done differently? And my daughter told me this story about her breaking this cup, right? And she's like, I realized at this moment that you've always been that way. And I was modeling this kind of behavior for her, which was great to hear. But the reason I developed this checklist is exactly for what you said, right? Because it's easy to get. You're coming from a place of love. Sometimes it's probably mostly anchored in love. But sometimes it's fear because you're like, well, in our son's case about the weed story, here's a kid that was an academic All-American, 4.3 GPA, applying for schools, for colleges.

25:13And he's like, you're going to sell weed at school through his sister? Are you kidding me? Like, what are you thinking, man? Like, you're going to ruin everything. So we were like, we were triggered and ended up over punishing. And the reason I wrote a checklist and we use checklists in the military because it saves lives and you never miss a critical step. And so that's why I created this discipline checklist and puddle jumpers. And one of the first one items on the list is what's your emotional state? Like, did you have a bad day? Are you in the right mood to kind of have this conversation? So it's a reminder for the parent to kind of take a step back and cool their jets and then start having the conversation and uncovering kind of like the why behind the behavior, which I think is super important.

26:02Because I can remember my experience getting punished by my dad. It was like he'd come home from work. My mom would like read him my rap sheet. he'd take me upstairs and whip my ass with a leather belt but no one ever asked me like why were you doing this you know what are you doing like why are you stealing from the store why are you doing this you know i i was doing crazy stuff as a kid but no one ever asked me why and i think that's an important thing a lot of parents miss it's like okay get to the core issue that's driving this like bad behavior and maybe it's a bad friend group you need to remove from the friend group.

26:44And in our case with Tyler, it was this super adversarial relationship he had had with a teacher all year. But anyway, I think the discipline, the checklist, and I have a few checklists and puddle jumpers, but the discipline one is the most important for sure, which will help. I think will help. This episode is brought to you by Google Chrome. You think you know a browser, but Gemini and Chrome, that's new. It can help you with practically anything on the web, like restoring a vintage motorcycle from a 50-page restoration block or finally break down that long article you've had open for weeks.

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27:55Terms at aka.ms slash college PC. He's similar to my experience of screwing up as a kid, you know, avoiding the consequences of that emotional outburst and the discipline led me to hide more things and not share openly. My day was fine. I don't want to talk about it. Like, move on. Like, I don't want the reaction. But even if we're not parents, we are facing setbacks in our career, in our personal life, in our social life that create this emotional response that overrides our ability to have the great conversation, to see our way through the conflict, to manage what the next step is in our career.

28:34So taking that beat and asking yourself why, why am I responding in this way? What about this moment is triggering for me is a super important step of reflection. Yeah. No, 100%. And I wanted to read something to you. My daughter came recently to visit me in Lisbon with her best friend and she's in grad school right now in London. And she left me this note. And this is the kind of note that I hope all you parents out there get when your kids are grown, because this is like the best thing a dad could ever ask for. She wrote me a little note and left it when she went back to London. But she said, dad, friend, master matcha maker.

29:21I was always making her and her girlfriend matchas. Yoga buddy, et cetera. You've created a home in Lisbon. And how lucky am I that you've been making a home in cool places all around the world my whole life. Jealous you get to live out to New York once soon. You always go above and beyond to support me. the older I get, the more I see and appreciate it. Thank you for helping me live out my dreams in London. I'm so happy and passionate about what I do and study. And I owe the privilege to you. Thank you for always welcoming my friends, treating them like family. You've taught me to find good people.

Read the full transcript

29:57I love you so much. Thanks for letting us hang. You're the coolest. Love, Maddie. So that to me is like mission accomplished as a parent. And I posted that on my sub stack. So I was like, that's like to have that relationship with your adult kids is pretty, pretty meaningful. Like, I can't tell you how good it makes me feel to know that, you know, my kids don't want to hang out with me and their mom. Well, I think the swing on the other end of this is confidence is built on praise. And I find myself even doing it with my very young daughter. Like I see her do something exciting and immediately I want to be like, great job.

30:39Amazing. Oh my God, you did this thing for the first time. I'm so proud of you. And we think, oh, if I'm just praising them, I'm building confidence. I'm building them up so that they're not getting that negative voice in their head and they're seeing their dad or their mom is always positive in their lives. yeah no there's there's a good study that i talk about in puddle jumpers and i like i said i i wasn't the perfect parent right i did a lot of things right and made plenty of mistakes the one thing i wish i had have done to your point was one of the questions i asked madison when i was writing the book what had you wished i'd done better and she's like you were this hero to us You know, you seem like just this Navy SEAL expert skier.

31:29You're like the hero dad. But I wish you had have shared more times when you have failed and stumbled and how, you know, these stories of how you recovered. Because she said, I would have felt like it was, I would have been safer to have failure in my own life. And that hit me pretty hard. And when I was writing the book, researching all these different studies, to your point on praise, they did a study in Stanford with a group of kids. The kids that were praised for trying, like trying and failing, were praised around that as opposed to the kids that were just like, oh, wow, you're so good. You're so smart.

32:06As the challenges for these two controlled groups got harder and harder, the kids that were praised didn't want to, they didn't want to try harder because they didn't want to seem like they were dumb. They're like, oh, well, they say I'm so smart. Well, I don't want to take a risk and do something bad. Where the kids that were praised on, they would try and fail. Like, hey, that's a good effort. Keep going. Those kids are the ones that ended up really excelling in the long run. So it's your point. Yeah, there's a time for praise for sure. But I would say false praise. You're not doing your kids any favors.

32:42is putting them in situations where they're going to experience adversity, whether that's sports. I tell a story of my daughter. She failed her Purple Belt test. And again, this could have been one of those over-advocating moments where I went up to the Rex Quando guy, right? It was like, what are you doing to my daughter? No, it's like I pulled her and she had to stand up in front of the class her brother got his belt. She had this in front of all the students and the parents, the instructor critiqued her and says, hey, you did this right, but these things you didn't get correct. You need to work on that.

33:25So come test next month. She held it together. And then I told her mom, like, I'll drive her home. And she just broke down. And it's like, well, my brother, and she started crying. And I was like, look, this is a good moment for you to kind of think think about right now, take the critique seriously, do the work, and you're going to get your belt, and you're going to feel like you're going to feel so good because you're going to have known that you've earned it. And two weeks later, her mom sent me the text with the big smile, her with a big smile on her face holding a purple belt. And I was like, yeah, she knows she earned it you know and that's such a good lesson for kids um these little tiny moments that really make up a difference one of my questions to my son um the same three questions i said all of them he when he said one thing i really appreciated that you did as a father was you trusted me to take the subway by myself in new york city when i was 16 he's like i knew my parents or my friend's parents would never let them do that.

34:33The fact that you trusted me and gave me this card and freedom to kind of go do that on my own was huge. He's like telling me this as a 24-year-old tech entrepreneur. And like, you don't think, I'm like, really? That time I remembered it, but I didn't think it was that impactful, but it showed you how powerful those simple moments can be in the child's life. Yeah. Having that belief in them that they can get to their destination, they can navigate the subway, they can have the street sense to stay safe in those moments. That autonomy is, I think, what so many of us crave, even if we don't have kids and we're just managing team members.

35:11I think it's very easy to bark orders, micromanage, say you have to do this or that exactly this way. We don't create the space for them to earn it, for them to see their way through failure, to build the resilience, to build the self-trust that they need to navigate life's challenges. A hundred percent. Another story I tell when I flew to Oregon to take him to see my dad, we're at the Portland airport, which is a funny airport there. Have you guys been to Portland? Yeah. Yeah, there was, when they replaced the carpet in Portland airport, it was a huge drama because they were selling the carpet on eBay.

35:50It was crazy. If anyone's watched Portlandia, you'll get it. But we were all three of us in the airport flying to Spokane. And my youngest was a huge soccer fan. So he saw the Timbers, which is a Portland MLS team. And he was like, Dad, he's like, that's my favorite player over there. We're in the food court and the whole Timbers team was there. And he's like, can you go ask for an autograph for me? He was maybe 10 years old at this point. and I was like buddy you gotta ask like come on like I it's like these are the moments that I love seeing because I'm like I knew how there's going to be a learning moment and he was super you know shy especially the shyer much shyer than his older sibling and then his sister started coming in come on buddy you can do it and the brother started chiming and then he got up the nerve and he walks you know 30 feet over to the players next thing you know the cameras are out or taking selfies.

36:52And he walked back with this huge smile on his face. I'm like, I was like, see, it wasn't that hard, was it? And it's like those kind of moments, it's easy for a parent to go, yeah, no problem. Let me go over there and do that for you. But these moments are what add up over time and build confident and resilient kids. I landed in New York last week and I was reading an article in the New York Times about this finance guy. He bought a farm in upstate New York, retired, living the dream. But he said, I cannot believe how many parents call me to ask for summer jobs for their 18, 19-year-old kids.

37:33He's like, I would never hire a kid coming from this parent request because I know the kids are going to be a freaking nightmare to deal with. they can't even pick up the phone and call themselves, like the parents calling to ask for a summer job for their 19-year-old. I would be terrified. But he was like, I was like, that's an example of a parent that has just not set their child up for success. They're going to call on behalf of their 18, 19-year-old to get a summer job. Yeah, that's an F in parenting in my book. Do you hear that? Sounds like breakfast is ready Because Quaker's coming in hot with morning nutrition 100 % whole grain oats And a good source of fiber To fuel the rhythm of your morning And kickstart your day And that sounds absolutely delicious Fuel to start whatever's next Quaker, official sponsor of FIFA World Cup 26 I, O, let's go Tomorrow morning is knocking stock your fridge now how about a creamy mocha frappuccino drink or a sweet vanilla smooth caramel maybe or white chocolate mocha whichever you choose delicious coffee awaits find starbucks frappuccino drinks wherever you buy your groceries well one thing we can control is the environment that we're setting for our kids and for our team and i think many of us believe that willpower is the key to success.

39:06And we don't think about all the ways that environment actually strengthens our willpower, especially for kids who are so impressionable. And we talk a lot about social media and the toxicity online and how easy it is to get caught up in what everyone else is doing and not recognizing the impact that you can have and how to set up that environment.

39:34so are you asking me is there a question in there about the environment yeah i'm i'm very interested around the ways that you set up this environment for your kids to develop willpower yeah so and i think it's important to also mention i'm i'm a divorced dad who co-parented with my ex. And I feel like a lot of people, John was mentioning earlier about the kids weaponizing the parents against each other. But my point is we've been through a lot as a family. And the fact that I hope my book gives inspiration to other parents who may be divorced or if they're still married, that's great too. But I'm a perfect example of a father that had to rebuild his life after the Navy SEALs, went through divorce, lost my first business, and was still able to be present and create good environments for my kids to develop into happy adults.

40:49So that's something I think parents need to hear. But your point on environments, environments are everything. And in the extreme case, which I mentioned earlier, the middle school example, we knew that we had to change that environment. He was in a bad friend group, bad relationship with this homeroom teacher, just getting into trouble. I mean, he was, my second question when I flew up to Oregon was like, how the hell did you get money to order pizza? Turns out he was selling pot gummies that him and his buddy were stealing from the guys, from his friend's dad, right? So we've seen it all. We've seen it all.

41:36But we knew we had to change the environment because environment is everything. Even at a cellular level, right, you can see how small things affect a single cell. And in a developing child, environment is so important. So the thing that I did was always pay attention to the environment. And when I would bring the kids to New York, when their mom remarried, and she says, hey, I want to move from California to Portland. Because, you know, when you're divorced, you have to give permission to move across state lines. And I said, look, my philosophy always was happy mom, happy kids. and I said look if you're and your husband Bob if that's good for you go ahead and do it and I'll figure it out so I had to re and I had just rearranged my whole life around them and now I had to reshuffle everything but turned out that I ended up moving to New York City but when the kids would visit me in New York I took extra time to curate their experience and be present I wasn't on my phone when they visit, they still to this day say, Dad, you always brought us around the coolest people in New York.

42:51Because I would bring my daughter to meet Sally, the head of Macmillan Publishing, who is a legendary woman in the publishing industry, is always trying to put them in really positive environments and around positive people that they would identify with. And for sure, that's made an impact because they still, when we go, we were just skiing together. we did a spring ski trip in the Alps, which sounds very fancy, but I'm telling you, 30 euro a day lift pass in Oron in the French Alps, not a bad gig. But they were saying on the ski lift, they're like, yeah, we just remember we always had these positive environments and surrounded us with really interesting people.

43:36And that really made an impact on them. So to your point, the environment is very important. And I always tried to create these positive environments. The one thing that I wish I had, if I had a do-over to my daughter's point, I wish I had had more conversations about the failures in my life and the struggles and the challenges. Because at the time, I'm like, I just need to be this exemplary dad and show them perfect. But in reality, I could have done a better job of sharing my own shortcomings because obviously that was putting a lot of pressure on my daughter. She thought she had to be perfect and make sense why she was also a 4.3 GPA and, you know, so focused on her academics.

44:23But I, you know, thankfully, I have the relationship with my kids where they can give me that honest feedback. Right. Yeah. Yeah. Well, I think many parents listening have the thought that they must be perfect. They remember all of their parents' imperfections and all the ways that that scarred them, harmed them, frustrated them. So then they go into parenting and I feel the pressure too of like, I have to be perfect. I don't want to screw this up. Now I understand the impact that I could have on this child. I want to do the best that I can. And high performers will then hide the cracks and never share those failures and try to make everything look smooth sailing and super easy for them only to create a narrative in their kids' minds where, well, I can't live up to heroic dad or how could I possibly fail if my parents have never failed in front of me?

45:13Yeah, no, exactly. That's so important, I think, to share these stories with our kids and, you know, also to the point on apologizing you're going to make mistakes you're going to screw things up and i think the best thing you can do is if you've done something like that is be honest with your child like look you know we your mom and i and that in the case of the prom story we told him it's like look we we love you we care about you we're just scared you're gonna throw away this like amazing accomplishment that you've you've created in high school you're just gonna like throw it all away and get arrested for dealing drugs, you know?

45:54So, you know, and sharing that and, you know, especially I think, I don't know how old your kids are, but when they get into that kind of high school age, your parents, you're realizing that your kids are becoming adults and you're going to have to change your parenting style to one more of, you can't be a dictator anymore. It's really hard to tell a 17-year-old, you can't go out to your friend's party on a Friday night. Like they're just going to figure out a way to do it. Right. And so you have to transition to more of a role of mentor and give your kids the leash. And hopefully if you've done your job, right, that's okay.

46:37Like your kids that I talk about, I talked about this. I had a wall street journal interview a few weeks ago and I was like, they were asking, what do you do with this? What do you do with that? I'm like, look, I think the main thing you can do as a parent is raise resilient, confident kids who make good decisions on their own. Because then that deals with everything, right? Boys, girls, drugs, alcohol, whatever. It's like if they're good decision makers, then you've done your job well. Because I remember my daughter's boyfriend in high school followed her to London. And my guy friends who had younger kids are like, oh, aren't you worried about your daughter and this?

47:17I'm like, look, she's good. She's got this. Like, yeah, I'm not worried at all because I know she makes good decisions. Maybe not always get it right. That's part of the process as well. And the thing that I'm grateful for is the kids who are older now still call dad when they want advice. They can share things with me openly, like deeply personal stuff and be vulnerable in ways that I think that is an amazing gift as a parent of grown kids. Like that should be what every parent should want. And again, I see so many, my friends, they're like, no, I told my son he can't come. He can't bring his girlfriend on this trip or his friend.

48:04And his mom and I just don't like their friend or don't like their girlfriend. I was like, really? How is your kid going to feel welcome if you're dictating who they can and can't bring? Because my thing is you bring plus one whoever you want. I don't care. And yeah, there's a few, especially when they were younger. I was like, oh man, I can't stand that kid. But I'm like, I'm not going to tell them they can't come because of it. Because I talk about the forever family in the last chapter of the book. how to create an environment where your grown children will want to will respect you will seek your counsel and want to hang out with you and that that is for me was important that I maintain that connection and relationship with with the kids as they're grown adults and one of the best things I've had because I'm at a point in my career where I'm kind of semi-retired.

49:04But I would say what I'm most looking forward to this year is the summer trip with my kids in Italy. We do it every year. I think many of us, when we think about the dictator, largely we just feel the discipline should be about punishment and consequences. And that's what we remember from our own upbringing. Oh, the punishment. Oh, this is what was going to happen. Grounded, lose access to the phone. And so much of discipline is tied to that. But in actuality, discipline is about leading and creating an opportunity for them in the future to make better decisions, not to fear you, not to evade you, not to hide from you more because they fear the consequences of those poor decisions.

49:48yeah no that's such a good point that you make and when you have these conversations with your children you realize that often in most cases i would say they're harder on themselves for the behavior and just having the conversation knowing that that you're supporting them and want what's best for them you know sometimes that's it that's that's all you need and to your point like I was raised, you know, I lied. My dad shoved a bar of soap in my mouth for an hour. Irish Spring, I still can't use that stuff. You know, but yeah, it's crazy. You know, like I said earlier, I never thought I would write a book on parenting.

50:31And as I'm going through this journey and learned a ton doing research for the book, I'm shocked. It's one of the most important jobs we have in our lives. And there's no manual. There's no class. we could take we used to have this village you know the tough auntie down the street or the parents were next door you know which are the grandparents that's gone like we're we're kind of cut off from the world with the social media and everything's online and there's just like i feel like a lot of modern parents are are lost so i think the more resources out there for parents the better because you know the world has changed as even in the last year right with ai it's crazy well i'd love to double click on something you shared earlier around visualization and what you learned in the military and and how you've brought that into your family because i think some of our listeners are like that kind of sounds woo woo what am i visualizing here and how does that really create the mental management loop that we need to be successful yeah no so on the visualization so the core principles of any good mental management program, and this was taught to me, again, by a guy that had used this, developed this as an Olympic team member for the U.S., used it to win the gold medal after he had won silver four years previously, is visualization, right?

51:56So visualization is mental rehearsal. And usually you want to rehearse for, let's just say, my son's speech in class. So I was like, okay, describe the classroom. Okay, what do you have to do? He's like, well, I got to walk up. I got to grab my thing and put it on the board. And I was like, okay, go through all the steps. And I was like, well, what's the worst thing that could go wrong? He's like, well, maybe I forgot this. It's like, okay, well, you know, make a contingency plan for that. And kind of rehearse this over and over. And your brain doesn't know the difference between whether this is a real happening in real life or not.

52:36And that's been proven over and over. There's a story I tell in the book about a prisoner of war who was captured at Vietnam, a pilot who was shot down, captured four years in this terrible prisoner of war camp. I spent four days in one as a SEAL doing training. It's not a pleasant experience. I lived in a concrete box for four days and went to the bathroom in a Folgers coffee can. So I can't imagine four years, right? But this guy, he was playing golf in his head. Now the war is over. He's coming back to San Diego. They're taking him on a bus with the other prisoners of war to get evaluated at the Balboa Naval Hospital.

53:21They drive past the back gate. There's a golf course. He's like, stop, pull over. So he went to the golf course. They're like, you're crazy. What are you doing? We've got to take you to the hospital. He's like, no, let me out of here. he's like, I want to play golf. And so he shoots nine rounds and he shoots par, having not touched a club in over four years. And the people are shocked. And he was like, I've been playing perfect golf in my head for four years. Like I haven't hit a bad shot. And that's the power of visualization. The other thing, positive self-talk versus negative self-talk, understanding when that voice gets in our head.

53:57And that's like self-image management, we call so you can think of uh you know when you're learning anything it takes a lot of effort like conscious mind effort to build that subconscious like we've all driven a car home had a call and we end up in our driveway and we're like how the hell did i get here right because that's your subconscious mind you you're so good at it your subconscious mind just takes over and and that's the goal of uh as we're training snipers to get them to that point right But in the beginning, you know, it's the subconscious part is very small. If you look at the three circles as self-image, conscious mind, subconscious mind, you want all those things, those circles equal.

54:43And that's kind of like an expert flow state. But this positive self-talk, negative self-talk is huge. And showing kids how important language is, because we see this in adults. Adults put their own limiting factors on themselves all the time. that shows up as I'm not good at numbers. I'm a klutz. I'm not good at this. I'm not good at that. We carry around these conversations with ourselves, right? And not all of them are productive conversations. So showing kids how to deal with that, that's something we taught the snipers, emotional regulation. And this is all part of a solid mental management plan.

55:26One thing I learned that made a huge impact on me, on how I talk to my students. We learned and were told, look, when we got audited how we were teaching snipers, one of the coaches we were using says, look, you cannot point out the mistakes to these students because their heads are like blank canvases and you're just painting all these mistakes all over them. And put that in a kid's perspective. If you tell a kid that's going up to bat at a Little League game, hey Johnny don't strike out now what's the kid thinking about right all he can think about is striking out as opposed to like hey Johnny go swing for the fences or hit it out of the park you know the the intent is the same but the picture you're painting in the kid's mind very different and what we realized as instructors we were pointing out all the mistakes like hey you're doing this wrong you're screwing this up we're we're yelling at these sniper students like they were SEAL trainees when they weren't.

56:26And so he said, look, don't say the mistake. Tell them the corrective technique, right? So how you talk to the students really matter. And that, so when we started doing this stuff, our failure rate in the sniper course is one of the hardest courses in the SEAL teams. One of the few courses you can fail as a SEAL and not get sent back to the regular Navy because the SEAL teams know how tough it was, we would fail 30%. When we put this mental management principles in place, our failure rate went to almost zero. And if anything, it got harder and we started passing everybody because we're teaching better.

57:06And that made a huge, to see that when I was in charge of the sniper program at 27, I was like, to your point, this visualization and all this stuff sounded a little like a Tony Robbins, rah, rah, jump up and down. I was like, this is bullshit. But when I saw it, I'm like, okay, this works. This clearly works. And I started using it in my own life. And I started using it as a parent. And like I said, we don't get a manual with our kids when they're born. I feel like I was lucky to have this mental management toolkit to fall back on as a dad and knew that it had worked because I'd seen it worked in the sniper school.

57:49But how we talk to our kids, because I talk about this in Puddle Jumpers as well, our voices to our kids become their inner voice. And think about that as a moment, let that land. How do you want your kid to listen to you when they're older? Do they want that voice to be a voice of positivity and encouragement or one just nagging at them all the time? Like if you ever remember that movie, Throw Mama from the Train with Danny DeVito. That freaking nightmare mom is, you know, yapping in the back of the head. So how do you want your kids to, what do you want that inner voice to be? It's a haunting idea, but it's true.

58:35So as we wrap, I think what I'd love to hear is now that you've got feedback from your kids and also the book has been out there. What do you think people mischaracterize or misunderstand the most around the points you're trying to make? I think generally the biggest pushback I get from people, they think they have all these assumptions around what a Navy SEAL dad is about, right? They think, oh, this guy's going to be like grabbing his kid by the hair and dunk him in the pool. No, that's not the case. Because I have so many, even when I coached Little League, the president of the league in San Diego, he's like, hey, can you send an email to the parents?

59:20Like, I'm getting some calls. Like, the parents on your team are really nervous of what, like, you're going to bring to the table as a coach. It's like, okay, okay. So I think the parents were shocked when I unleashed this kind of, you know, I had the kids visualizing and doing all this crazy stuff. They were pleasantly shocked. But I think that that's a big misperception they get around me personally as a sealed dad, that I'm just this super strict disciplinarian, which is not the case. I was always very thoughtful. And I don't want to take credit from their mom, who's an amazing mom. We've been through so much.

1:00:04Like I said, she had my oldest when I was in Afghanistan. in 2001 after the 9-11 attack. So it's, and she did an amazing job. We were young kids having kids. And, but the one thing that kept us really together as a team and as co-parents was this shared love for our children. And we really wanted what was best for them. And like, again, I'm proof that you can be divorced and go through a lot of challenges and still find the time to raise really happy adult kids. Well, I appreciate you stopping by as a relatively new parent. I love the checklists and I thought they were just so helpful as that mental model to run through to your exact point of if it's in a checklist, we're not going to miss it in these key moments where we're ourselves feeling the stress.

1:00:55Where can our audience find out more about the book and the checklist? so my author page just brandontylerwebb.com everything my social is the book book is anywhere books are sold amazon probably the easiest and and the audio is cool too because all the kids and my ex are on the audiobook so i think oh that's a lot of yeah a lot of bonus content in there but you can hear it in their own words so yeah love that thank you for joining us Brandon. Thank you, Brandon. Yeah. Thanks guys. Yeah. Appreciate it.

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From the publisher

Most parents think protecting their kids means shielding them from failure. It doesn’t.
AJ sits down with former Navy SEAL sniper instructor Brandon Webb to explore how the same mental management principles used to train elite performers can help raise resilient, confident kids. From visualization and emotional regulation to praise, discipline, and co-parenting after divorce, Brandon shares practical lessons on building self-trust, resilience, and strong family relationships.
Whether you're raising children, leading a team, or working on yourself, this conversation is packed with timeless strategies for handling setbacks, making better decisions, and becoming the kind of person others trust when life gets hard.

Chapters00:00 – From Navy SEAL training to raising resilient kids07:00 – Emotional regulation and modeling calm under pressure
14:00 – Discipline, curiosity, and asking better questions
21:00 – Why punishment without understanding fails27:00 – Praise, failure, and building real confidence34:00 – Creating environments where kids thrive
41:00 – Raising independent decision-makers
46:00 – Visualization and the mental management system
53:00 – Why your voice becomes your child’s inner voice

parenting, resilience, emotional regulation, mental toughness, confidence, visualization, discipline, leadership, communication, child development, parenting tips, emotional intelligence, self confidence, decision making, family relationships, co-parenting, positive psychology, mental management, personal growth, resilience training

Episode resources:

⁠https://brandontylerwebb.com⁠

⁠Puddle Jumpers: Simple and Proven Ways to Raise Confident & Joyful Kids⁠

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