Triggering Others, Impulsivity & Never Settling (A Story) – Shamelessly Ambitious Episode 124

Filed in All Episodes, Business Strategy, Emotional Intelligence, Leadership Development — October 17, 2023

I want to get real and share some deeply personal reflections about my life journey and how it has shaped me as an entrepreneur. I’ve been dealing with a lot of weird stuff that’s been coming up lately, so grab a cup of tea, settle in, and let’s dive into my story.

If you’re a part of my email list you’d know that I’m kind of going through it. You really never know when grief is going to hit. You can’t plan for hard times and emotional distress, but I’m really grateful to have practices in place to ground & heal my nervous system.

My Midnight Thoughts

The other night, I woke up with a whirlwind of thoughts racing through my mind. So I did what any normal person would do and I took out my notes app in the middle of the night and typed out all my thoughts so I could go back to sleep.

I normally get pretty vulnerable in this space, but what I’m about to share is probably the most vulnerable I’ve ever been. Vulnerability is such a pillar of my brand because I believe that vulnerability breeds connection and I’ve always wanted to build a business like that.

But first, a little backstory — I’ve been connecting with my team on how I want my content to be delivered on each of my different platforms because I realized the importance of creating different tiers of connection, kind of like a concert audience, where each level offers a more intimate experience…

For Instance…

My Instagram community is the audience that’s witnessing content from the surface. Not that I’m “closed off” there, but that community is just in the audience and following along. My podcast community has front-row seats that involve a touch deeper connection and more context around the stories I share. My email list is the backstage pass. This community offers more intimacy, vulnerability, and a closer glimpse into my true self.  Finally, my membership, The Empire Society, is the real deep behind-the-scenes experience (like you’re on the tour bus traveling with me), where I share everything.

Throwback To Little Ashley

I grew up in a blue collar family that worked their asses off but often faced struggles, specifically financial struggles. My dad had a pessimistic outlook on life. His perspective was that “life is tough” and “it’ll always be that way.” Complete doomsday. This mentality and upbringing deeply impacted me, and I made a conscious & subconscious decision to take a different path because although I love my parents, I never wanted to struggle the way they had.

Back in the 80’s — yeahhh I’m an 80’s baby, what about it 🤪 the way to a better life was through education. So, I was the first person in my family to attend college and later pursued a master’s degree. I wanted a better life and was determined to break away from the cycle of struggle I witnessed. Because of this, education became my ticket to a brighter future and my journey into therapy and counseling psychology began.

Embracing Change and Risk

My journey was far from linear, though. I had various majors in undergrad because I couldn’t quite find my match… who can relate?? Ultimately, I wanted a flexible, well-paying job that allowed me to be a mother while maintaining my independence. Eventually, I was introduced to a teacher who would later become my mentor and she opened my eyes to what seemed to offer that perfect blend.

I’ve always had a gift for making people feel safe and therefore, I was drawn to psychology and sociology. Not to be cliche but I have some fucked up issues of my own that made me want to understand human behavior and help others (like every other therapist ever). I’ve said it once & I’ll say it again: what we teach is generally what we need most. Through my education, I made bold decisions and embraced risks, sometimes impulsively && spoiler alert — I still do these things to this day.. I’m just in a constant and relentless pursuit of happiness.

Challenges of Entrepreneurship

Because I’m always willing to take risks and do things “normal” people wouldn’t, I’ve faced some challenges. Entrepreneurship has been a rollercoaster of highs and lows, but my biggest challenge hasn’t been pricing, marketing, content creation, or any of the traditional stuff. It’s been dealing with the unacceptance and judgment of my decisions from others. My drive toward an “unconventional life” has made people uncomfortable and, for a while, I wasn’t sure why.

So, maintaining relationships while constantly evolving has been a realllll struggle. My impulsive decisions and constant change have made some people distance themselves. This has been particularly challenging in friendships, where I’ve faced rocky moments…

I’m not gonna sit here and say I’m the best friend, but I am fiercely loyal to those I care about and I’ll move mountains for them. I’m loyal to a fault sometimes.

This is where I hold back my tears… I’ve had moments more recently where I’ve had internal questions of “would certain relationships in my life be different if I would have just been regular… normal… the type of person that just keeps one job, who stays in one house, one city, one life, and just does the normal thing.”

&& it’s not that the normal thing is bad becauseI have no opinions on that matter. But my way of being a risky person or even my choice to be vulnerable on social media has really triggered people.

I try to put on a brave face. I try to act like “it’s whatever, they don’t understand me, or they’re just jealous of me” and while I do think there are instances of that, I often wonder why I can’t just be content with the mundane.Sitting here today, though, I wouldn’t change a thing. I am proud of the decisions I’ve made to get where I am, but that doesn’t mean it doesn’t hurt sometimes.

Moving Forward

As I navigate the consequences of my choices (even though as I said, I regret nothing) I’m learning to find solace that not everyone will understand or support me. I’m finding peace in acknowledging my emotions and seeking comfort in self-compassion. I suppose I’m in a season of reflection and growth, but I’m committed to staying true to myself no matter how hard and uncomfortable it is to face these emotions coming to the surface.

If you resonate with my story or seek a supportive community, I encourage you to join my email list or step inside my all-inclusive membership. Remember, vulnerability and authenticity are powerful tools in building meaningful connections.

Rooting for you always & know I’m here for you if you’re also facing some weird, emotional stuff lately.


Building a business without restraint because big bold moves equals big bold results

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I am the definition of duality—I swear like a sailor and break rules like it’s my job, but I also hold incredible space for my clients and work my ass off to help them achieve the success they’re after (but faster).

My background in counseling and my experience founding three multi-6-figure businesses gives me a unique perspective on what it means to show up and serve as an ethical and successful CEO. Leaning on my experiences, along with the experiences of the hundreds of women I’ve been honored to work with, I offer founders a psych-backed and human-first approach to scaling their legacies—both in and out of the office. 

I don’t believe in a one-size-fits-all approach to anything, but especially business. Because at the foundation of any profitable, sustainable, ethically sound business is one thing: humans being humans. And to do anything without first considering the human behind the action (i.e., with intention and vulnerability) is to remove our most powerful predictor of success—ourselves.

Around here, you’ll find a personalized and multidimensional client experience paired with a few tastefully dropped fucks. You’ll also find a new way of being in business that’s sustainable, ethical, and built around your life (not the other way around).

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