Your Money Block Is Tied to Your Love for a Parent | Jen Sincero

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Previously titled “The Identity Shift That Unlocks Wealth | Jen Sincero” — renamed by the publisher on Sep 1, 2026

The School of Greatness 1h 11m 3 speakers 8 chapters transcribed
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Transcript generated automatically by AI and may contain errors.

What moment led Jen Sincero to identify her biggest money block?

Lewis Howes 0:03
And I wanted to start with asking you a question about money and talking about money for a moment because I feel like a lot of people are in fear around money right now. They're scared. They're uncertain of what's going to happen with all these things in the world around money and inflation and crisis and all these different things. I'm curious, with all of your research and all of your feedback from your audience with your book about money, What do you feel like is the number one thing that holds people back emotionally and mentally around believing that they are deserving of making the money they want? About the deserving piece.
Jen Sincero 0:44
Oh, wow. Well, first of all, I think that a lot of people think it's not OK. Like there's a real morality around making money.
Unknown 0:53
Really?
Jen Sincero 0:54
Because think about it. We really focus on greed. And when you desire money, it's not the same as being greedy. But I think that we combine those two things. And so, of course, if you decide that you want to make money, you don't tell people.

How can changing your internal money dialogue transform your reality?

Jen Sincero 1:10
I remember when I was on my path to get rich, people were grossed out. Really? I mean, I always compare it to if I was like, I'm going to lose 100 pounds. People were like, go you. But you're like, I'm going to get rich. They're like, you're disgusting. Wow. So there is a real judgment around it.
Lewis Howes 1:26
Why is that? If someone's ambitious around making money and creating financial abundance for themselves, why is that?
Jen Sincero 1:32
I think because there is an implied morality piece where you're going to do things that are really bad for everybody involved. Like you're going to... Money is the main goal, so you'll do anything to get rich. I think there is this really weird... perception of that. And I do think that the news definitely focuses on all the evil that people do to make money. And so that you rarely hear about people giving lots of money your way or doing wonderful things with money.

What uncomfortable truth does Jen reveal about transformation and relationships?

Jen Sincero 2:01
It really is about how evil the rich are.
Lewis Howes 2:04
Yeah, it's more rare. People are giving, but you don't hear about it that much. Yeah, not so much. And it's also, here's the interesting thing, because we've also been taught to diminish our giving, like to not talk about our giving. Right. To make it anonymous. Don't brag that you're giving. Where I actually have started to prescribe to, Maybe talk 50% of the time about what you're giving and the other 50% of the time, it doesn't have to be, you know, you telling the world about it. But I think when you say, here's what I'm giving, it inspires other people to be generous in giving as well. Absolutely. And it doesn't have to be only money, but it can be your time, your energy, your resources in other way.

What daily practice can help you step outside your comfort zone?

Lewis Howes 2:39
But I think sharing about it sometimes empowers other people to be more generous as well.
Jen Sincero 2:45
I agree. And it also takes away the stigma that you're an egomaniacal fathead and that you want all the praise for being such a good guy. And why not? We talk about other good things we do. It's just money. I've written about sex. I've studied religion. Money is by far the most loaded.
Lewis Howes 3:03
The most loaded.
Jen Sincero 3:04
Absolutely.

Why is hiring a coach considered a crucial investment?

Jen Sincero 3:04
It's the dirtiest topic. Really? I don't know why. And I don't, I really don't. It's interesting though, like, did your parents talk to you about money? You know, I grew up- A little bit. Yeah.
Lewis Howes 3:14
A little bit, but there was stress around money. Right. Which caused it to feel more unsettling. So there was some conversation, but most of the conversation was stressful. Or their relationship wasn't peaceful. Right. So I was like, okay, well, if they're not peaceful, but they're working really hard and money is tied to working hard, then something must be off. Exactly. And it wasn't a money issue, it was just an emotional healing issue. Right. And that just happened to be mixed in with money.
Jen Sincero 3:41
Yes. And so in your little brain, you put it attached to money to make stress. Yeah.
Lewis Howes 3:46
Exactly. What was your perception of money before you started to make it versus when you started to make it?
Jen Sincero 3:53
Well, I grew up in a super waspy household.

How do early memories shape our beliefs about money?

Jen Sincero 3:55
So, you know, we don't discuss money like it's, you know, dirty and uncouth.

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