Breaking the Generational Code of Self-Doubt
Sep 15, 2025Why do so many accomplished women still doubt themselves—even after building extraordinary lives and businesses? Kris continues her Self-Trust & Self-Worth mini-series with a powerful exploration of the programming women inherit from generations before us.
She invites us to reflect on the systemic, cultural, and ancestral patterns that quietly shape how women value themselves—and why even the most accomplished female founders still lie awake at night second-guessing their own decisions.
From hiding success out of guilt to resisting difficult conversations at work, Kris shows how the paradox of female leadership is never about capability—it’s about the stories we’ve absorbed about what women “should” be. And she challenges us to stop playing small, stop apologizing for what we’ve built, and start owning the lives we’ve worked so hard to create.
Here’s what we explore:
- Why inherited programming makes self-trust harder for women than men
- The cultural double standard that shames women for success
- How female founders get boxed in by guilt, doubt, and “shoulds”
- The hidden cost of over-functioning and perfectionism
- Why leadership requires both confidence and compassion
This episode is your reminder that you are not broken—and you’re not alone. The work ahead isn’t about fixing yourself, it’s about unlearning what never belonged to you in the first place.
Contact Information and Recommended Resources
Your journey starts with clarity. Head to thevisionary.ceo/trust and take the Self-Trust & Self-Worth Index Kris designed to give you immediate insight.
Transcript
Okay, so in this first segment I want to talk to you about sort of a broad topic. The broad subject related to women self-trust and worthiness that I think is rooted, is part of why we all in, in our own way struggle here. And that has to do with, as I mentioned, you know, my conversation with my coach and so much of the work that I have really been studying and focusing on with my clients is this sort of built in intelligence that women have. And I, and I use the word intelligence because I don't necessarily mean or think that it's smart. I just think it's like programming that we all get from the time we're little, time we're born almost, that is rooted in ancestral, genetic, generational, systemic knowing beliefs about women that make it harder for women to trust themselves, to believe themselves, to believe in themselves and to believe in their inherent worth. And it only, you know, we may be raised in our nuclear family, whatever that looks like, and we may be raised to completely trust ourselves completely believe in ourselves completely know that what we know is right. Trust your intuition, trust what you believe. Most women are not raised that way.
And all we have to do is look at the world to know that that's true. Women are still fighting for basic, basic rights, basic support, basic equality in a community, in a society. We're not there. And I believe for every one woman, if there is one woman who is living a life where she cannot be who she is, then we are not free of that. We all are part of that. I believe that to my core. I took a retreat recently and I was doing a journaling exercise and I was journaling to my ancestors because I was actually in a part of the world in the Catskills where my family is from generationally since the late 1600s. And so I just did this really cool journal exercise where I like asked for ancestral wisdom.
And one of the things that I wrote that really stuck with me as I was just sort of asking for insight, was this message that they said to me that I wrote. And that was we had freedom of personality but not freedom of circumstance like you do. We could be who we wanted to be with one another, but we could not choose and live a life of choice as women. But you can. And I still get goosebumps when I reflect on that, that, that that message came through because that's our, all of our history, not just mine. And so even as we stand here today as successful, accomplished women, we are still surrounded by society, community, culture, messaging that comes from men and women that pushes Us, we have to resist against. To believe in ourselves and to believe ourselves. It is constant.
It is once. Once. This is one of those things that as a young woman, I started to notice because I was raised by a single mom. I had a lot of independence, and I reflected and lived a life that was different than my friends because I was kind of one of those first little latchkey kids right in the early mid-70s. And so I just noticed how I didn't have some of those limitations. Cause I didn't live in an environment where the girls were treated differently than the boys. I didn't have that. And so as I grew, I realized I didn't want that.
But most of the people I knew, most of the girls I knew, the young women I knew, and now the women I know still live that way. They still live with these limitations about what they should or shouldn't believe about themselves. And I think we have a long way to go. But where I. Where I want to focus is with you. With you as a woman who's really successful, has built some really amazing things, really trusts herself in so many ways, and yet still questions herself, doubts herself, lies awake at night, second guessing, should I have said it that way? Was that the right decision? Should I have asked for somebody else's opinion? I did ask for 12 people's opinion, and I still don't know if I made the right decision right like that. That aching, unsettled, not knowing is what I want to help you resolve. Because you don't have to carry that around.
We don't have to believe the programming, that somehow you are not worthy of the life that you've even built already. How many of you listening have built these beautiful lives, but you feel guilt for it. You. You hide what you. I've had so many coaching conversations about how women don't want other women to know that they have, you know, housekeepers, or that they have, you know, a really nice car, but it's in their garage, that they take really great trips, that they have all these fun things planned. They don't talk about that even with their girlfriends, because what do they get? Oh, must be nice. That's awful cool. Look at you.
I mean, some of the biggest challenges we have with our own expansion are as other women. I don't understand it, but it's the truth. So we'll put it here as real, because it is so. But here's what needs to happen. We need you, who does have that life, who has built that kind of world for yourself. We need you to Stand in it with confidence and grace and pride because it extends it further into the next generation so that women stop. Because men don't do that. Yo, Men don't hide their success.
They're not meek about their support, are they? I don't think so. They're proud. Right? It's actually a sign of being a man is being successful. Why not a woman? So if we're gonna. If we're gonna fix this, we gotta tell these truths. Love. Yeah. This is the paradox that I talked about.
This is why it's hard for you. You're not alone is what I want you to understand. But this is why it gets hard for you to have that difficult conversation with the gal that's worked for you for 15 years, who's now all of a sudden not performing because you don't want to hurt her feelings. And she's really dependent on you, and you know her kids and you know her family, and she's a really nice person, but she's dropping the ball all the time, and she works in your company and you're paying her money. That has to stop. But how do we do that? Because the split screen happening over here, is that the way the world wants to advise you to handle that doesn't sit with you. It doesn't work for you. That's why this podcast, or the podcast I have, is called Leadership Is Feminine.
Because there are ways for you to possess yourself, to have advocacy, to. To believe in yourself and to believe yourself that is more aligned with who you are. But we have to understand that we come at this challenge already with a lot of systems and processes and beliefs, cultural beliefs that are so. So systemic that. That we don't even see it. I just had a pest control guy here yesterday, and he talked to me like I was an idiot. He really did. And I thought, wow, wow, wow.
Now, it didn't really faze me because I don't really care about the pest control guy, but. But I watch it. An observation, right? My plumber one time came to my house, asked me how my little business was. I like, oh, you mean my seven figure one. And he's like, I just think that the woman is what he said to me. I just think that the woman is happier when she's home. Like, well, I mean, for a woman, that could be true. Not this one.
Although I do like to work from home, but I like to make money and provide and express myself and. Right. Like, it's just. It's so insidious, y' all, guys, I. So I Say that in this. This segment here, because I just want to give frame to. There's nothing wrong with you. You're not the one who's, like, broken.
Why don't I trust myself? Why. Why is this still so hard for me to believe I'm worthy of my success? You're not broken, okay? You're just a part of a world that wants you to believe that you aren't worthy of it, that you shouldn't trust. Oh, sweetie, You. Oh, sweetie. You shouldn't trust yourself. I just had a client tell me yesterday that she got this note from a partner that she's working with that said, if you don't do this right, everybody's gonna wonder what's happening going on in your company. I'm like, who says that there isn't a right? There's just the next step. And you know what we'll do? We'll fix it if it doesn't go the way that you would have liked.
But that is ridiculous. The pressure. And this was. A woman said this to a woman. The pressure that we put on ourselves and on other people to somehow, like, live out this perfectionist space. It's causing you to over function, hyper function to the point of exhaustion, to the point of burnout, to the point of total resentment of a lot of people in your life. And you're also boxing yourself in, and you're not living into this gorgeous life that you have. And we're going to change that, right? We're going to unpack what is actual self-trust.
What are those domains? That's up next. Here we go. You coming? Let's go plain that to you through this course. I'm thrilled you're here. Let's get started.