Episode 45 · July 8, 2026 · 23 min 45 sec

The Woman Behind The Business

Why do capable founders stall even when they know the strategy?

Why do capable founders stall? Bailey Guilloud says leads, offers, and branding are not the hard part; the ceiling is whether your identity can hold what you are asking for. The top failure points she sees are the fear of being misunderstood and the inability to rest without guilt. Her prescription: be intentional, practice self-trust as the “billion-dollar skill,” and build with your body's cycles.

Hosted by Bailey Guilloud · The Fourth State Podcast

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Leadership, teams, and communicationIdentity, beliefs, and confidence

Questions about this episode

Why do capable founders stall even when they know the strategy?

Bailey Guilloud says bringing in leads or building an offer is not hard. People trip when they tie those things to their self-worth and patterns of control, perfectionism, self-rejection, and self-sabotage appear. The ceiling is whether your identity matches what you are building.

How do I lead under pressure?

Bailey frames it as identity questions: can you make difficult decisions when payroll is due, handle 40 clients arriving before the infrastructure exists, receive criticism without needing to be understood, and rest at the end of the day so you can start again tomorrow?

What are the biggest failure points Bailey sees in entrepreneurs?

Number one is the fear of being misunderstood and the urge to correct everyone. Number two is the inability to rest without guilt: people say they will take tomorrow off and then keep working.

Why does Bailey call self-trust the billion-dollar skill?

She says most billionaires don't have more knowledge than you; they have given themselves “insane permission” to enter an industry, ask for funding, launch before it is perfect, and change direction. Self-trust compresses time because you don't wait to be understood.

How does being intentional help a business?

Bailey regrets her early “done is better than perfect” launches. Work that has been thought through and tested, rather than built at 2 AM, keeps your energy coherent, respects your customer's time and attention, and in her words feels expensive.

What does Bailey mean by building like a woman?

Honoring your cyclical energy, for example batching content and accounting for your luteal phase and period, using daily womb practices to consult your intuition, and pairing masculine optimization and consistency with feminine sustainability and vision.

What topics does this episode explore?

Leadership, teams, and communication, Identity, beliefs, and confidence

About this episode

A 24-minute solo episode that opens with Michelangelo's line about seeing the angel in the marble and setting him free. Bailey calls business “shadow work on steroids.”

Full Transcript

Transcript of The Fourth State Podcast episode “The Woman Behind The Business” with host Bailey Guilloud, lightly edited for readability. Learn more about Bailey’s work at fourthstate.net.

Read the full transcript

I love Michelangelo's quote about David when he's building the sculpture. He says something like, I saw the angel in the marble, and I set him free, and he's referring to building David, the sculpture of David, who is an absolute masterpiece, but before he was a masterpiece, he was just a piece of marble, a beautiful piece of marble that Michelangelo had to chip, chip, chip away at until he revealed the true form of David, who now is this masterpiece. He's about in all different history books. He's one of the most visited pieces of sculpture in the world.

I would probably say, I don't know if it's the number one, but he's definitely up there. And his quote is such a great analogy, whether he meant it just literally, like, you know, oh, that's what I saw, but it became this massive analogy for a lot of people to be inspired by. And I think it's one of the most inspiring things to think about when you think about being the woman behind the business. And that's what we're talking about today, ladies. We were talking about becoming the woman who actually can build the business that you have been wanting to build.

Because when you start building business, there's all these things that you have to figure out, you're like, okay, well, I've got to figure out my personal brand. I've got to figure out the branding playbook, I've got to figure out the systems, how to, you know, make sure that my customers feel supported in the process, how to, have all these different aspects that just inevitably come up, how to put out all the fires that inevitably come up. And the thing that I've realized after coaching for a long time in building my own business is that those little things, like building a personal brand, growing the sales.

Those are actually not difficult. They're not hard to figure out how to bring in more leads. It's not hard to figure out how to create a valuable offer or how to create a personal brand, but where people really start to trip up is when they start associating these things for their self-worth, where they start to have patterns of control, perfectionism, self-rejection, self-sabotage, pop up. This is where the real, Bird, the real, issue is in building a business. It's not it's not rocket science to build a successful business, but when it comes to actually following through and having the vision and trust in your vision and going after it every single day, it's more than just building a business.

It's building the woman behind the business. And so everyone wants the 6 figure business, the 7 figure business, and a lot of people will ask, okay, well, what do I need to build? What business structure do I need to build? What is the product that I need to sell, but very few people are asking, who do I have to become to hold that life? Who do I have to be on a day-to-day basis? Because money is one thing, but the becoming the woman, the business owner who naturally creates money because of how you've held yourself in this in this journey.

That's an entirely different story. And nobody, you know, I did hear rumors that business is like shadow work on steroids, but nobody prepare. I don't think nobody could prepare me for the fact that building a business made me confront every fear, every insecurity, every pattern, every self-abandonment that I ever had. It is truly shadow work on steroids and, you know, it is important to work on your marketing to work on your offers, your content, your sales, but the real exposure are those deep patterns. And so, you know, every aspect, every level that you're on, there's always going to be something new to figure out. Something new to do with your personal branding.

And so the ceiling there isn't your skills or what you know, it's, will your identity match up with that. Like, are you willing to show up continuously, even when maybe you've gotten sued or something ruined your event or, you know, you had an issue with a client or something goes on where you can't pay your employees, how are you going to show up in those experiences? That's the real question. Not, oh, how am I going to get leads? You can get leads in a lot of different ways. You can go door to door knocking. You can do cold calling.

You can do paid ads. You can do outreach too, just people that you know. There's so many different ways to bring in clients. And a lot of people will chase that. But what is actually the capacity edge, that actually the identity edge is, am who I being, am I being, who am I being the person who can actually hold what I'm asking for? Can I manage a team? Can I receive criticism? Can I receive criticism and not need to be understood? Like, that's a big one for a lot of people behind the scenes that they don't realize is a massive part of building a business is a lot of us have this desire to be under to be understood.

And one of our biggest fears is being misunderstood. Like someone, maybe thinks that we have the wrong intention, a mal intention, or maybe someone thinks that we don't know what we're doing, like we're, you know, useless or something like that. Can you actually be misunderstood and not need to correct everyone? Can you make difficult decisions when you have to, you know, when your employees payment is due and, you know, you don't have the, the sales to bring it in, can you make the difficult decisions when you're under so much pressure, when you have 40 clients come in to your business and maybe you don't have all the infrastructure to handle them, but that pressure forces you to handle that infrastructure.

Can you handle that pressure? Can you handle those difficult decisions? Can you, when the day is done, actually rest so that you can start again tomorrow? Most people, you know, I would say 2 of the biggest areas that I see entrepreneurs and financial experts fail is actually in their ability to rest without guilt, can you actually take a break? If you say, a lot of people understand, oh, I need to take a break from work. I'll take off tomorrow. But the, a lot of people say this and then they'll just continue to work.

That's, you know, I would say that's number two. And then the number one issue that a lot of people have is just this fear of being misunderstood. Can you say no when someone comes in and it's a collaboration that, you know, it's your friend that you want to help collaborate with, but you know in your bones that it's not going to be a good fit for your company. Can you handle it when multiple people are looking at what you are saying, who you are being, how you are moving? Can you handle that visibility? And this is the real question that will actually grow your company.

Are these patterns, these deep subconscious patterns, behind what you were actually building. One of the best ways to manage your energy as a business owner is just to be more intentional. And I, you know, I, there's a lot of the things in this podcast that I guess I wish I would have learned sooner because at the beginning of my business career, I had this, of my business, I had this idea that, oh, I just have to, you know, done is better than perfect. Put it out today, just launch something today. Instead of actually being incredibly intentional.

And so what that looked like was, like, my Instagram feed just looked like a DIY project that I didn't even think about. Like everything was incohesive. And it wasn't that I was lazy. It was that I just didn't know how to be incredibly intentional. And what I've learned is that being intentional in business is not only good for your energy because you're you're coherent, your thought thinking out how you're presenting things. Everything is well thought up. You're not creating something at 2 AM and then just giving it to the customer.

You have been thinking about it. You have been sitting with it, you have been testing it. You're intentional. What this does for a customer is it gives them the most amount of respect that is possible. Think about the difference in someone who just builds something at 2 AM and splatters it on the, you know, canva versus someone who's been intentionally building it for 8 hours like building this launch, building this framework, building whatever it is, it's thoughtful. It's intentional and it respects your customer's time.

It respects your customers' attention. You're not expecting them to just understand this DIY project that like has a ton of mystery and like, you know, it's inconherent, incoherent. You create a vision that doesn't feel rushed, that feels considerate. And that's how you create customers that actually want to come back for more. It feels expensive. It's like, and this doesn't mean that you can't be messy. Like, I want this to be clear. It's like, when you are actually intentional, you can be messy, you can be, whoever you want to be, but messy isn't an, it's not your strategy.

You know, maybe like you're aesthetically messy. Like you have messy hair, you like to dress very, very comfortably. That's a different thing. Or maybe you like to, you like the look of like handwritten notes and like, you know, kind of DIY vibes. That's a different thing. Being intentional is thinking about, oh, well, how is this message going to tie to this part of my business? How is that going to connect here? Really thinking out how things are going to go through. And a lot of that means sitting in silence. Thinking, not reading, not consuming things, not filling your brain with thoughts, but really thinking, okay, can I sit with this information?

I always say like one of the most valuable books that you can have is your journal, because there's so much information in the world. I think people are using education as a form of distraction a lot of the time when really we just need to process. We need to integrate what's going on in our brain. And that means pen to paper or, you know, typing down what's going on with your customer, how to create even more powerful results for them, how to create this system, typing it out, figuring, maybe searching here and there, researching here and there, but really sitting down with yourself and understanding what your choice is instead of just inheriting what someone else said in a book.

Instead of inheriting their choices, their beliefs, whatever it is. There's nuances to this, obviously. But being intentional means that you are choosing your beliefs, you're choosing the direction that you want to go instead of just accepting the way that you want to go. Self-trust is another part of building the energy of what it takes to build something massive. And I really think it is the $1 billion skill that is the only thing that you're missing. And a lot of people think that, oh, like the billionaires have secrets, you know, they're the aluminati and they have all the back end secrets and most don't.

Most don't have more knowledge or most aren't even more smart than you. Most don't have knowledge of the industry that they're in. But what they do have is they have given themselves insane permission. Permission. Oh, you can go into this industry. Oh, you can ask for funding. Oh, you can trust that vision. Oh, you can decide this. You can move this way. You can adjust this way. They have insane conviction. They're moving, they're adjusting. Average people, the average, person that you're going to come in contact with is, they feel like they need certainty before they take action.

They feel like they can't actually give themselves permission because they don't have experience in that that arena, but the difference in a billionaire and just the average Joe or the average Jane is that they are trusting themselves. They're giving themselves confidence. They're launching before they're perfect. They're raising their prices, they're shifting the vision, they're eliminating anything that they need to. They're changing their direction. They're trusting where they want to go, and they're surviving, even the biggest failure ever.

I saw a tweet the other day. It was like, oh, Kim K had a sex tape. Logan Paul, he, you know, he, I don't know if you know his story, but he like had some issue with a suicide situation. Basically, these 2 people, there was one other. Can't remember. But the point that I'm trying to make is these 2 people, they had insane setbacks and they recovered with ease. I mean, they both have multimillion dollar companies that are killing it. And so, you know, you have to be willing to survive situations where you're misunderstood, where you look like a failure, where you look like you don't know what you're doing, and you still know that you're going to make it work.

You have the confidence. You know that you're going to be okay. You trust yourself and that self-trust. Actually, what it does. It just compresses the time. Most people, they think, oh, well, I need to process that. I need to, you know, make sure that people understand me. And someone who really trusts themselves, trust the vision. They trust that they don't need to be understood all the time. The trust that they're going to take the right action to build what they want to build because that vision is more important than them being criticized or them being understood.

So yeah. Be intentional, trust yourself. And lastly, this is about the woman building the business. So you need to build like a woman. You need to actually understand that your body is different. Your creative process is different. Your leadership is different. I remember build- reading this book. One of the first books that I read as I started my career in Angel Investing, there was this book in my office. And we invested in women led companies. So, you know, there was a lot of talk about women and in the books and like how women build business differently.

Women have different brains. We think totally differently. Our societal conditioning is really different too. But not only that, our bodies operate entirely differently. Our bodies are cyclical in nature, of course. But we're also connecting to different parts of our power differently than men connect with different parts of their power. You know, that masculine part of business, it teaches the push. It teaches the hustle. Teaches like the grind, the optimization. The consistency, the domination, the production of it, but from a women's perspective, it's like, okay, what actually matters, tapping into the intuition, tapping into what the energy is saying, how to create longevity, how to be more sustainable in your business.

And so, yeah, women are creating differently not just from this cyclical nature where we have different energy at different points of the month, but we're also creating differently because we have a womb space, meaning we not only have the hormones, but we also have deep intuition. This is our most powerful sacred portal of creation in the entire universe. And most women almost ignore it until they're giving birth. But when we start to really honor the feminine body by honoring your energy cycles honoring your cyclical nature, but also honoring this sacred portal of creation that has access to the wisdom, the intuition, the creativity, and starting to use that for your creative good.

And so I've been doing this recently. Like, I've been doing daily womb practices from one of my mentors, Anna, she, I'm, I'm doing a collaboration with her, and it has absolutely blown my mind. She is guiding me through daily womb practices. And essentially, I'm just connecting myself to my womb space by putting my hands on my womb, my lower parts of my body and just asking myself, okay, what is my intuition saying? What is my wisdom saying? What is my creativity saying? And following from that response? I've only been doing it for a week.

But I'm genuinely really excited to see where it shows up. So yeah, our bodies are different. But yeah, like I said, there was this book in my office that talked about how different men and women are and how our brains are totally different. The, it's, it's, there's a few different studies that show us that the best teams, the most productive teams are actually teams that have men and women. And it's because there's this balance. There's this polarity that we go off of each other and we need both the feminine part of ourselves and the masculine part of ourselves.

And just because women are built differently and we have these more restful cycles doesn't mean that we can't have a ton of masculine edge too. Like, I don't know about you, but I've always been very in touch with my masculine edge. And what I mean by that is like, I love the idea of optimization. I love the idea of sometimes grinding in cycles and, you know, I love the idea of being consistent in business, all these things. I love these parts of the masculine, but that doesn't mean that's the only edge to me. I get to have the feminine part of myself, that's the more sustainable longevity wisdom, vision part of myself, and I get to have the masculine part of myself who is more consistent and more grounded and more about optimization.

So be intentional, trust yourself, give yourself permission, and build like a woman. Your business isn't asking you to know everything. It's not asking you to be insanely productive. It's asking you to become a little bit more coherent. It's asking you to become a little bit more present, more courageous, more intentional. It's asking you to trust yourself, of course. And. The greatest investment that you can make is investing in yourself to become the woman where your future business already exists to build something within yourself that has the power to hold the vision that you're building.

So, I want you to ask yourself, these are a couple of prompts that I'll give you to end it out. I want you to ask yourself, if you truly trusted yourself, what decision what vision would you start making today? And this is kind of playing off that billionaire idea. Like, where do you need to give yourself permission? Another one? How do you want to design your life? If you actually wanted to design your life, and what I mean by this is how, you know, the day-to-day basis, but also just the overall energy that you want to exhibit with life, the amount of time that you want to spend on it, the people that you want to build on it, can you actually be just a little bit more intentional and realistic with where you want to go?

Because I know a lot of the time when we ask ourselves these questions, we can get into this very airy, not grounded way of thinking. And so I want you to think about this. How do you want to design your life, that is grounded in reality, but also completely lit up in your vision, completely fits who you want to be and how you want to operate in the world. And lastly, are you allowing your womanhood, your biology to move in the way that it needs to in your business? Are you accounting for your luteal phase? Are you accounting for your menstrual cycle where maybe you won't have as much energy?

Are you building in waves so that you have batched content and you don't have to show up on the first day of your period and you have a pimple? It's simple things like this that will actually grow your company more than anything, rewarding yourself for how you're showing up courageously, rewarding yourself in every situation that you can, being intentional and following your natural rhythm. So my loves. This is this whole journey was about becoming the woman who can build the business. And if you want to be more involved in the fourth state and build your own business, your own $1 million-plus business with me, helping you build the structure, helping you build the woman behind the business, everything that involves becoming the 6 figure 7 figure earner.

If you want to do that with me for 6 months, I want to invite you to join my mastermind, and I'm going to put a link down below to check it out. But we also have a few different offerings if you want to dip your toes in. We have an offering called that woman is undeniable, where you guys, that's where I'm talking about all the womb practices that I'm doing. And I'm talking about what it takes to lead like a woman, how to build your business more in the feminine, that offer is specifically about the feminine body, the feminine globe.

And I would love to see you in there. I hope you enjoyed this episode. If you liked this episode. Please rate our podcast and send me a DM, letting me know that you listen. Have a great day.