My mom built unbelievable confidence in me as a kid.
But the truth is, most children aren’t so lucky.
Most parents are parenting their children based off of their own insecurities. Not what’s best for their child’s actual future.
[bctt tweet=”Most parents are parenting their children based off of their own insecurities. Not what’s best for their child’s actual future.” username=”garyvee”]They send their kids to fancy colleges because they want to brag to their friends that “Ricky went to Princeton.”
They talk about how they’re “working so hard” to pay for their kid’s baseball camp, but the truth is, they forced their kid to go because they want to brag that “Johnny got a baseball scholarship.”
They wrap their own self-esteem up in their kid’s accomplishments. And it leads to bad behavior.
My mom had incredible self confidence. She didn’t care what other parents thought about her or me.
Nowadays, if a kid is getting D’s and F’s in school but flips shoes on the internet, she or he would be looked at as a genius.
Not when I was in school.
When I was growing up, if you sucked at school, you were a failure. If you didn’t get good grades, you wouldn’t be successful. That was the conventional wisdom at the time.
That’s why I give so much credit to my mom.
She didn’t care what other parents thought of me — even though I was a D and F student. Even though I would get judgement, rolling eyes, and condescending comments from other parents.

My mom was quiet in her own head. And because of that, she raised the biggest winner in my high school.
Here’s how she did it:
1. “React” instead of “force”
My parents were unbelievably supportive of my ambitions.
But they never “forced” me down any path.
There’s a big difference between “reacting” and “forcing” that a lot of people don’t get. Reacting means giving your kid permission to explore. It means giving your kid rope.
If your child is selling shoes or lemonade and they’re young, all you need to do is react to the fact that they’re already entrepreneurs and give them a lot of rope. Same thing applies if your kid is really into baseball, soccer, art, or anything else.
Reacting is about giving your kid encouragement and support around something they’re already drawn to — and building up “steam” around those actions.
When I was young, I would rip flowers out of people’s yards and sell it back to them. I was making thousands of dollars every weekend selling baseball cards.
My parents encouraged me to explore that side of myself.
You can enroll them in theater class, or violin class, painting class, or something else to see if they like it.
But there’s a BIG difference between doing that vs forcing them down a path because it makes you feel good as a parent.
My kids are still young. So right now, all I’m doing is listening. I’m watching. I’m seeing what they’re drawn to, so I can create supportive infrastructure around whatever they’re drawn to later.
I have absolutely no intention of imposing anything on them. Not even entrepreneurship.
2. Merit-based compliments (and punishments)
My mom didn’t just blindly support everything I did.
When I did something wrong, I got punished. Every time I got bad grades, I’d get grounded.
But the thing is… my mom didn’t make me feel bad about not being good at school. I never felt like I sucked for not being a good student.
My mom said there’s a price to be paid for not delivering good grades. And if I didn’t deliver, I had to pay that price.
These days, you see a lot of parents going one way or the other. Ether they over coddle their children and give them 8th place trophies, or they don’t compliment their kids at all in hopes that i’ll make them “hungrier.”
My mom gave me compliments and praise based on merit.
When I was 9 years old and opened the door for an elderly woman at a McDonald’s, my mom reacted as if I won the Nobel Peace Prize. She overreacted with praise on everything I did that was a good human trait.
And she held me accountable for things like bad grades.
3. Parenting each child differently
It’s ridiculous that so many parents raise each of their children the exact same way.
My parents raised my siblings and I differently. They raised us based on who we were — our personalities and what we were drawn to.
Context is everything. Especially when it comes to parenting.
For example, I was the oldest. So, it could be the case that I had to be held to a different standard so I could be a north star for my siblings.
AJ was good student, so there was different context around him, and different behaviors they had to react to.
Final Advice on Parenting
Apart from grades, I was the cliché “good kid” growing up.
I never did drugs. I never even smoked a cigarette. I went to like seven high school parties in my whole life. I didn’t chase girls.
I worked every minute, and I was friends with everybody.
And the way my parents raised me had everything to do with that.
But let me be clear:
I have zero interest in telling people how to parent.
Unless I have context on your kids or on your life, I can’t give you advice.
But the reality is, the parenting strategies we’ve been putting on a pedestal all these years just haven’t been working.
I genuinely believe that future generations will look at this generation’s parents as one of the worst of all time. It’s why I scrutinize myself as a parent everyday.
And I don’t think most parents are doing the same.
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