Jillian's Real Life

Who am I? A Deep Dive into Self Identity

As I age, time becomes more precious, and more vibrant, as if I am suddenly stepping into my life in 3D. The anxiety I have been experiencing from feeling as though I am not doing enough to be successful, is beginning to soften, and something deeper is taking place as I evaluate my self identity and this undeniable pull to simply be me. Not the version of me who’s been helping make people feel connected for so long, but the creative, untamed version that’s truly me.

For the past 26 years, I have poured my heart into my boys and their father, living the life that I envisioned as a little girl. And, man, was I ever immersed with our three sweet and saucy little boys. But now, I feel called to return to myself and find out what makes me feel truly alive? And to make space for those answers, and dive into exploration.

Don’t get me wrong, work still matters a lot to me, it fills me up in many ways; challenging me, stretching my boundaries and capabilities and teaching me how to become a leader. But at 60, I’m less concerned with chasing a singular passion, and more curious about who I want to be in this world. What legacy I want to leave. What parts of myself I have yet to meet.

As Boyd Varty writes in The Lion Tracker’s Guide to Life:


I don’t know where we’re going, but I know exactly how to get there.

Those words have become a gentle guidepost for me. I may not know the exact destination, but I know that following what feels alive, what lights me up from the inside, is the way forward. It’s not about reinventing myself, it’s about reclaiming myself.

Get Curious

It's rough being an entrepreneur. One second you have aha moments and think you have it, and the next you are second guessing yourself. I know I’m good at connecting, but I’m good at other things too. I do find that the more I’m in it the more I’m feeling unappreciated and I’m reaching a place where I’m not sure what turns me on anymore. Another healer, Jacqui Horton of Soulight Therapies, helped me work through that. Taking one look at my colors she gave me some homework, “pay attention to what sparks jealousy or envy”. Instead of brushing those feelings aside, she told me to use them as a compass, a sign that I indeed do have passions and that there are things I deeply want for myself. By leaning into those emotions rather than resisting them, she assured me I’d gain clarity on my true desires and vision.

Visiting a Shaman

Last fall I drove over to Paonia to meet with a shamanic healer, Meghan Gilroy. I had a glimpse into Meghan’s work at The Center for Human Flourishing. The Executive Director of this organization, Rita Marsh, is an Aspen Business Connect member and has a mission to invite individuals and communities to engage in opportunities for growth that ignite the full potential of the human spirit.

The goal of integral health is far-reaching offering through the expansion of consciousness a flourishing of mind, body and spirit that when fully realized leads to an expansive and sustained health, happiness and wholeness for ourselves and for humankind.The Center for Human Flourishing

Rita brings incredible healers to her space at Third Street Center and I had been wanting to sign up for one of these talks. The idea of going on a shamanic journey had always been intriguing to me and so I signed up for Meghan’s session. We sat in a circle in a large room, Mount Sopris looming majestically outside the window. The vibe was the opposite of what I’m accustomed to in Aspen, a much slower pace, earthy. The attendees wore little makeup and dressed for comfort, each with their own individual style. As we went around the circle introducing ourselves I discovered that one of the woman there, striking in appearance, lived in her van. No, not Aspen at all, which I found incredibly refreshing. It always amazes me that just 30 miles down the road lies Carbondale, Colorado, a town that is the antithesis of Aspen, at least for now.

Meghan led us on the journey and I can’t say that I had any visions, or met my spirit guides, or my spirit animal, but there was something about Meghan that sparked my curiosity and led me to get closer and signed up for a mini retreat at her ranch.

In this day and age, I realize that meeting with a shaman sounds incredibly pretentious, and yet my experience was so powerful that I’m owning it. In her early twenties Meaghan was named a “nagual woman” in the Toltec lineage by don Miguel Ruiz who wrote The Four Agreements.

“Nagual” means “formless, unseen” and when referring to a person, translates to “shaman” or “spiritual teacher and leader.” A shaman is the spiritual leader and healer of a community. While the word “shaman” originally comes from the indigenous peoples of Siberia, it was practiced under many names by our ancient ancestors all over the Earth – and continues to be today. It can be translated into “one who knows” or “one who sees in the dark” and shamanism is believed to be first and oldest healing modality and spiritual path on the planet. Meghangilroy.com

After working with don Miguel for over a decade, Meghan dove into the world of women’s wisdom and women’s circles, weaving the divine feminine into her teachings and way of life. Her soul purpose is to guide women to remember and re-awaken their own ability to listen to their soul and weave the messages they receive into their everyday life.

I believe we all have shamanic, intuitive and psychic abilities that we often hide from ourselves and from the world.Meghangilroy.com

I scheduled my mini retreat around my anniversary with Wade and made a romantic weekend out of it, staying at our friend's house in Hotchkiss in a beautiful room by the river. On the day of my retreat I dropped Wade off with Dr. Erin Hilleary. A somatic reprogramming masseuse who healed my body in the past from an accident I had while slipping on ice in Telluride in my ski boots.

In my four hours with Meghan she gently led me back to a memory I’d long dismissed, what I thought was a minor moment of childhood hurt. But it was there, buried deep, shaping my self-identity in ways I hadn’t realized. What struck me was how seemingly small experiences can cause blocks so massive they color our entire sense of self. And yet, through Meghan’s guidance, I began to see a new path: one where I shift my mindset, view my inhibitions not as fixed traits but as puzzles to solve, and embrace challenges as opportunities. She reminded me that when I stay in my flow, my way, not anyone else’s, I attract what I need. That my greatest currency is helping people connect. And maybe, just maybe, that’s enough. Actually, more than enough.

Using my Influence

When picking up Wade after my retreat I bumped into Dominic Del Signore, founder of Homestead Circus. Dominic is a founding member of Aspen Business Connect and has fully embraced the network, forging numerous meaningful connections and leveraging every opportunity it offers. His warm and welcoming presence helps others to feel instantly at ease. When I told him that I just visited a shaman who officially had given me permission not to be a hustler, he stopped me mid-sentence. “Wait a second… YOU’RE not a hustler? Look at what you’ve built, that’s hustling.” Touché, Dominic. He made me realize that I should own who I am, somebody who tends to go after what I want, but only if I fully believe in my mission. Meghan helped me to realize that in order to not feel as though I’m hustling, I just need to move from my inner compass rather than a place of scarcity or need. Which, let’s be honest, means ditching the desk and getting outside more. Some of my best connections have happened in the field; on the trail, in the gondola, over après-ski conversations, and even at Whole Foods. So, instead of spending my time on spreadsheets and emails, I just need to get out there more and do the things I love.

In another circumstance I ran into an intern who worked with me back in 2018. We were at a birthday party on the backside of a mountain. He’s a good ole Southern boy, the kind who lights up a room with his humor and charm. During his internship, he was fearless, signing up for golf tournaments he was too young for and confidently asking to write a review on one of his favorite spots, Slow Groovin’. His parents were rightfully proud. He was clear on what he wanted, and he went after it. At the party, he asked me if I knew the CIO of Ski Co. When I told him I didn’t, he looked genuinely surprised. He thought I knew everyone. At just 26, he was already determined to track the guy down. For a moment, I felt the weight of his disappointment, or maybe it was my own. That familiar voice crept in, whispering that I’m not doing enough. But after visiting with Meghan I realize that I can just keep being me and not chase people based on their status, their wealth, or where they went to school, but rather, continue to be curious and let things unfold organically.

Self Identity

Perhaps the greatest act of courage is simply becoming more of who we already are.

Too often, we outgrow old stories, old fears, and old identities, yet continue carrying them long after they've stopped serving us. As Jeff Patterson, Master Success Coach and author of The Big Thing Effect, reminds us, our outer lives rarely exceed our self-identity. Many of us aren't limited by our circumstances as much as we are by an outdated version of ourselves that has quietly become too small for the life we're meant to live.

So what if the next chapter isn't about fixing yourself, but expanding into yourself? What if the dream you've been holding onto is waiting for you to become the person who believes it's possible?

Take a moment to imagine yourself a few years from now—not surviving, but thriving. What does that version of you know to be true? How do they move through the world? What have they stopped apologizing for? What have they finally given themselves permission to pursue?

The invitation is not to become someone else. It's to shed the layers of limitation, expectation, and self-doubt that have accumulated over the years and return to the most authentic version of yourself. Because when we stop shrinking to fit old stories, life has a way of expanding to meet us.

This feels a little more reflective, less coach-speak, and more aligned with your recurring theme of authenticity, self-expression, and living a bigger life.

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Testimonials

Corneliu Fagaraşan
Architect

Aspen Business Connect completely exceeded my expectations. From the moment I showed up I felt welcomed into a community of open, curious, and genuinely supportive people. It’s not just networking—it’s real connection. I’ve built friendships, found opportunities, and gained invaluable insight simply by being part of the group. The environment Jillian has created makes it easy to show up, be yourself, and grow both personally and professionally.

Hudson McNamee Osprey Design Studio
Owner

I came along and was immediately connected with a lot of entrepreneurs from all backgrounds. A year and a half later I have gained a plethora of connections and advice from people from all walks of the entrepreneurial journey. This valley works by word of mouth. That is the most effective way, and being a part of this has gained me the most high quality clientele that respect what I do, compensate me fairly and I don't have to go through the entire vetting process every time. I learned so much from so many different types of people. It's been invaluable to my growth as an entrepreneur and a small business owner.

Grayson Rutherford Sinclair Building Architecture Design
Director of Operations

I've been blown away by the professional connections that I've been able to make since joining Aspen Business Connect. I've even had the opportunity to make trade relationships... [and] brought multiple artists onto my company's projects that I wouldn't have otherwise found had I not been a member of ABC.

It's unmatched and unrivaled by anything else in the valley and such a special meeting and connecting place for professionals of all different backgrounds. Jillian does an incredible job making her network ours and she's the most well-connected woman in the valley, always bringing in new people from different places who have different experiences and backgrounds to share. Overall it's one of my favorite things to be part of in the valley, from our socializing events and specialized dinners to our more professional focused events , it's given me the opportunity to make great friends in the valley and even professional relationships. All of us are better off for it.

Jeremy Joseph
Jeremy Joseph Photography

I opened a gallery called Jeremy Joseph Photography, which was a place to display my fine art prints of the Colorado Wilderness and Wildlife. Shortly after opening that space, I started to realize the need for me to be more  integrated into the local community. After a short meeting with Jillian, I realized really quickly how valuable her network could be to get more integrated into the community. The amount of people and relationship building you can do is pretty impressive. Every time that I show up  I always have a bit of a vibrationally tingly inspiration because of everyone's stories and what they're doing. Just a great place to be a part of the community and get inspired for your small business.

Derron Cloud, State Farm Agent in Basalt and Aspen.
Agent

What I have enjoyed from Jillian's group, Aspen Business Connect, is I've met lots of different people, different individuals. There's great events. I have probably not only gained clients but I’ve also been able to provide clients to those other folks that I've met. I've also made friends. Several people that I met in the first meeting that I went to, I've played golf with and our families hang out together. I have also had many, many referrals from those people. This group has been fantastic for networking and learning and just meeting lots of great and wonderful, interesting people.

Dominic Del Signore Homestead Circus Productions
Founder

Being a member hasn't just grown my business; it has fundamentally changed my life in the Roaring Fork Valley.

Jillian is a master at the art of connection, and her dedication to this community is nothing short of brilliant. She understands that when you connect local businesses as genuine resources for one another, you aren't just facilitating 'transactions', you are proliferating a culture of friendship, growth, and playful engagement that makes our community thrive... Great organizations only succeed with great leaders, and Jillian’s mission to foster an environment where we all succeed together is incredibly effective.

Marisa de Lempicka Tamara de Lempicka Estate Foundation
Owner

I've been a member with Aspen Business Connect for about five years now and it's been wonderful. Jillian does an amazing job at connecting people. I always leave the events inspired, empowered, with new ideas. It's really really been a great addition to my life here in Aspen, and it's a great reason to hear what other people are doing in the community, to feel part of this amazing community. The people in this group are amazing. I've /made some really lifelong friendships.

Shari Havroud of Aetio Health
Nutritionist
I am so grateful for Jillian and Aspen Business Connect, for introducing my work to the team at Aspen Strong where we created a successful Food/Mood kids series.  From there, I have been given the opportunity to work with the Aspen Youth Center, Aspen Family Connections and the City of Aspen!” 
All of these engagements have helped me expand awareness about the benefits of medical nutrition therapy.  Just one introduction led to many more.  I would highly recommend joining the Aspen Business Connect network!"
Diane Utz, ESQ Ferguson Shindler Law Firm
Construction Litigation

Thank you once again! You’ve created something really special and have done an amazing job pulling together the movers and shakers in this Valley. I’ve lived all over the country but have never witnessed a network like the one you’ve built and are continuing to build. You are such an inspiration!

Eric Amyot Keystone Species CO
Instigator of Change | Generative Community Builder

ABC makes networking easy. More than that, the intention and energy, mood, and support for every entrepreneur and business regardless of their scale or industry, is always positive.

Harry Teague - Harry Teague Architects
Owner

Thank you Aspen Real Life and your team. Very informative and well organized panel discussion. Wonderful to network with such smart, fun crowd. Keep up the good work.

Jerome Osentowski Central Rocky Mountain Permaculture Institute
Founder & Director

Last week Jerome, Eden, and Brook melted our minds with their wisdom on the state of our food systems, what they're doing about it, and what we can all do to improve the health of ourselves and the Earth. Thanks Aspen Business Connect for organizing this great event!

Thanks so much Jillian for putting these together. We were glad to see so many people who care about their food, we got so many business cards! Amazing

Rose LeVan Sustainable Settings
Co-Founder & Office Manager

Thank you Jillian for giving us the opportunity to talk with our community via Aspen Business Connect! Your crew is amazing.

Michele Cardamone - Michele Cardamone Photography
Owner

I just went to Jillian's Aspen Business Connect meeting at Aspen Kitchen with a panel discussing the importance of eating local and nutritious food without pesticides. There was so much positive energy in the room and such an eclectic mix of local business representatives. It was such a perfect way to connect with members of our community. Bravo, Jillian! I can't wait for more!

Molly Dodge Bosque Aspen

Such an amazing event, Jillian!! Thank you for including us and for everything that you're doing for this community and beyond. You're an inspiration and connecting people is the most satisfying thing. Xoxox

Bill Infante, Hangai Mountain Textiles, Co-Founder & President at Breakthrough Communications, Basalt Town Council Member.
Principal & Co-Founder

Great evening. Great initiative. Great connections. Thanks Jillian Livingston for bringing the business community together!

Marisa Hallsted The Mindful Vine
Founder

We thought you’d love that we all connected over a fabulous dinner. Turned into a blog post, a mastermind group, a newly designed ring from gems from my ancestors and who knows great collaborations between some of us in the future! Thanks for being our connector and for all you do!!