Jillian's Real Life
Health & Wellness
Aspen

Parenting Teens in a Legalized Marijuana Resort Town

Raising a volcanic teenager in Aspen right after Colorado legalized pot, a marriage strained to the edge and the De Niro look-alike counselor who changed everything.
By
Jillian Livingston
Jillian Livingston and her teenage son

When people think of life in Aspen, some may sneer at the thought of kids being dropped off at the high school in cars that cost more than their homes. They may envy families with private jets who fly off on a whim for exotic adventure weekends, or for a whole year if their kids are misbehaving. I have felt that envy myself, especially while experiencing the wrath of teendom.

There were many days when my husband and I felt this task was far bigger than we could handle, and I spent many hours exploring options for sending our oldest son somewhere that teaches civility, grace and the importance of contributing to humanity. Every lead circled back to the reality that we couldn’t afford any programs and would have to deal with it using the resources available in our valley.

Being a stay-at-home working mom has its benefits, but financial freedom isn’t one of them. With no budget for summer camps, I played camp counselor for many summers, taking the boys on travel gigs for the blog and on daily wilderness excursions through enchanted forests of pristine white aspen groves and fields of wildflowers, sometimes ending in icy plunges into mountain lakes.

When the Adventures Stopped

When the oldest turned 15, those adventures came to an abrupt, rebellious stop. To our newly teenage boys, just the mention of adventure or hiking brought a litany of grimaces and rejections. That’s when our freestyling son’s summer consisted of hucking off ledges at the Aspen skate park and throwing mistys off the Stillwater bridge into frigid rivers, until we demanded that he throw himself into a job instead.

That eighth-grade summer is when parenting kicked into high gear. Conversations were no longer enough to talk him through his dramatic eruptions. Our breathtakingly adorable, entertaining, curly-headed little boy had transformed into a volcanic mythical creature with beautifully carved horns that he butted into us with every attempt we made at parenting. Enduring walls punched by bloody fists and expletives that left us gasping as if we too had been punched, we navigated the storms swirling around us as best we could.

Just after that summer, Colorado Amendment 64 passed, and pot shops quickly began to appear on the streets of Aspen. Soon after, Denver launched its first public education campaign of the post-legalization era, “Don’t Be a Lab Rat.” At the time, our boys ranged from 8 to 13, exactly the lab rats the campaign was targeting with its warning that the risks of marijuana for teenagers were still unknown. We knew they could be rat-like at times, but lab rats? I worried.

Soaring into the high school like a gorgeous, scaly, charcoal-black dragon with leathery wings, he discovered his tribe, and together they puffed out sparks of fire and herbal-scented smoke rings, and his sweet breath turned skunky. The angrier and harder the punches, the more we knew he was about to do something he shouldn’t be doing at his age.

A Marriage Under Strain

Giving in to our obstreperous teen to avoid the painful outbursts would have eased the vise tightening between my husband and me. Our relationship had suffered before from financial stress, but nothing had threatened our marriage until now. With each fist thrown, we grew further apart, he thinking I was paranoid and hovering, and I thinking he was in denial that our son was partying and wasn’t being the disciplinarian our son needed.

I began meeting with counselors in our valley to learn how to raise a teenage boy in a town where supervision ran thin. That’s when I realized why many parents take a big step back when their kids become teenagers. Teenagers are angry, scary and extremely difficult to manage. The less discipline and fewer expectations, the fewer confrontations. Taking the path of least resistance would have given my husband and me the freedom to rekindle our passions. If we had let our boy loose, believing the best way to learn is through trial and tribulation, it would have lightened our parenting load, but it also would have set a horrible example for his younger brothers.

What I knew from the bottom of my heart was that he was going to learn life’s lessons even if we were mindful and present, and I was certain that turning a blind eye now would be the worst thing we could do. Just as we kept our toddlers from veering too close to the wood-burning stove, I was determined to guide our boy away from danger as much as possible.

The Counselor

My fear that addiction might set in, in our boy or in ourselves, intensified my search for a counselor. One year and six counselors later, I found the right fit and received a grant from a local community foundation to pay for in-home counseling.

When the counselor walked through our front door, rubbing the belly bulging over his belt as he took in the family vibe, I worried I had made yet another mistake. His resemblance to Robert De Niro was uncanny. It felt as though we were the cast of a Quentin Tarantino movie where everything was about to go very wrong.

He asked the whole family to sit down together, and as we slumped in our chairs, our youngest wide-eyed and confused at 9, the counselor began by asking the boys whether they knew how many rights kids have until they turn 18. The boys, and my husband, looked at me simultaneously with “what on earth” expressions. What cockamamie thing had Mommy set up this time? The counselor answered for them: “They have the right to be fed, the right to an education and the right to be safe.” I held my breath, grasping for his point.

The air thickened as he launched into his next question, which made my walls of parenting and hard work crash down around me. “Why do you feel the need to tell your mother the truth?” he asked. My son was all ears. “Because she doesn’t want me to lie,” he answered. “Buuut,” the counselor went on, as I gawked at his eagle-like features, waiting for him to swoop down, grab my boy in his talons and carry him away forever, “if you give your parents the impression that all is OK, then they don’t need to question you… do they?”

With that one statement, he transferred the responsibility and accountability from us to our son, and we all breathed a sigh of relief. It turned out his point about rights was to let them know that they didn’t own the world like they thought they did, and that while they were under our roof, they abided by our rules.

Things got better as our son realized we were watching his mood, his breath and his grades, and he did a good job of giving us the impression that all was well, until the calls started coming in from the principal, the teachers and the police. At each weekly 9 p.m. visit, the counselor walked in asking who needed counseling. Since the oldest had already gotten the message about what he needed to do to get me off his back, and my husband had gone back to seeing our family through rose-colored glasses, it was usually me asking for more guidance on how not to worry and how to trust that the training was legit. Working with me late into the evening while I recorded each conversation to play back when troubles flared, he helped me understand his personalized approach to consequences and how not to worry so much.

Four Years Later

That was four years ago. My husband and I have run the gamut of emotions, veering close to destruction and back to oneness in any given month, and now, with our third child turning thirteen in a few months, we can only hope we’re that much further ahead in our parenting than we were then.

What we do know is that we live in a town where some parents allow unsupervised parties, believing it’s better to provide a safe place for kids to party than not to know where they are at all, a false choice we don’t need to accept. We also know these obstacles exist no matter where you live, and that it may take time none of us have to move past the tip of the iceberg on how to parent effectively. For the moment, though, we seem to be on the same page as a family. We have progressed by leaps and bounds, and we’re hopeful that by being present and mindful, our boys will grow into healthy, responsible, happy adults, without addictions. And with THAT, I’ll leave you until the next story.

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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.

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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.

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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.

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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.

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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.

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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.

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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!!