Jillian's Real Life

Love is in the Air, but is the Air Too Thin In Aspen?

Aspen has a reputation for many things, but finding a good man is not one of them. True, many people have found love in Aspen, but for the single women who live here, the opportunities are scarce.

If one has images of cozying up by the fire with a manly man, think Cole Hauser, sipping hot toddies while a winter storm howls outside, the only place you will find that is up in the actual mountains. Rustic lodges in Aspen aren't a thing anymore and the rugged mountain men are up in the mountains too busy to look for a gal, and when and if they decide to come to town, they get swooped up before they know what hit them, like a Bald eagle catching a rabbit in its talons. And no, wearing a cowboy hat won't fool them. Finding love in Aspen is not as easy as one might think. The truth of the matter is that it's pretty difficult to find a good man up here where the air is thin and the lips are large.

If you’re single in Aspen, you’ve probably had that moment, the one where you scan the room at a bar, a fundraiser, or at après-ski and realize you’ve already dated, worked with, or rejected every single man in sight. And if you haven’t? Well, congrats, you must be new here.

I don't wish to burst your romanticized vision of moving to Aspen and finding your dream man. I'm just saying that if you are hoping for champagne and roses, our Cloud 9 here is no Nirvana, but rather a place where the Champagne you dream about will more likely get jet sprayed into your face full force from a boy trapped in a man's flexed body living out his dream of wasting his money on spraying Veuve on beautiful half-naked women, rather than saving the world. Pro tip: Don’t wear leather, unless it’s a Pleather bikini.

As someone who’s been bringing professionals together for years, relationship building is all the same. Whether it's bringing investors together or people looking for love, everyone wants to find like-minded people who understand the importance of trust and support. Having met my mountain man here and raising three Aspen boys of our own, I know that good men do exist and that it has been possible to find love in Aspen. There is an influx of new single men moving to the Roaring Fork Valley who can work remotely, and single men visiting all the time and if they don't live here, they may not be too far away. Just the other day, I went to Whole Foods in Silverthorne. Perhaps because I've opened up my curiosity, I am attracting men, and there they were in every aisle. I was tempted to set up a table outside with a sign to attract them for my friends, but I have yet to come up with a creative slogan that will lure them to me without making them feel as though they are in the spotlight. Maybe it could say something like "Catch and Release." And before you read any further, those women are looking for UNMARRIED, caring, loyal, and understated gentlemen.

Gentleman originally referred to a man of good family and birth, and was used to describe a member of the landed gentry in England. It was also used to describe men who were entitled to bear arms but were not part of the nobility. 

Modern meaning - In modern times, the term "gentleman" is used to describe a man who is courteous, honorable, or chivalrous. It can also be used to describe a man who has a high standard of conduct or propriety.  ~ Wikipedia

In my curiosity to see where the single men are, I used my platforms to reach my targeted audience, people who love authenticity and have ties to Aspen, and published a post to Facebook saying it like it is, "WHERE ARE ALL THE SINGLE MEN?" It worked and suddenly men came out of hiding directly messaging me privately. When asked to reveal what they would want in a woman, the replies were beautiful, poetic even. Since trust is everything in a relationship, I would never jeopardize their trust in me but thought I should share a few of my favorites without revealing any information:

What do Mountain Men Want In A Women:?

“My new future partner is honest and caring and moves through these mountains with grace and beauty. She has a love for skiing that she passes to her children and could be among these parents at AVSC drop off today or tomorrow. Perhaps in a similar situation as me, with half custody of two amazing children from a previous marriage that I am committed to raising in this valley for the next decade. She is calm and natural, smart and professional, and takes advantage  of living in this valley by exploring and enjoying its wonders.”

“She is kind and compassionate and knows how to stand up for herself. She, like me, walks into a room and instantly, the room gets brighter. She has a positive attitude 90% of the time. She knows herself.”

“I’ve been through a lot lately so I’m hesitant to put myself back out there especially since I have a baby girl. I’m not looking for a hookup or a girlfriend but a woman that wants a good life… I was engaged to be married and she decided to sabotage our lives together. It’s all fine, just heartbreaking and I’m having some major adjustments to make. I’m not in a hurry as I’m waiting for the perfect match but I know she’s not going to come knocking at my door. Haha. … I think age is just a number but mature and not too old to have children. I’d like to have more kids if possible.”

~ Anonymous Aspen Men

What I’m hearing from my research is that both men and women have major burn out with the dating apps that make them feel shallow and exposed, and what I know is that the need to return to organic connections.

Dating is hard enough, but throw in a life lived in one of America's most renowned ski resorts, and any local will tell you that things have the potential to get pretty weird pretty fast. It’s not uncommon to hear folks across the great American West, from Big Sky to Taos say, “the odds are good, but the goods are odd”.

In a town the size of Aspen, it is highly likely that you will run into a former flame when you least expect it or even worse, have your close "buddy" realize that they are done with facades and ready for more than a jaunt down the ski slope. Whether feelings are mutual or not, whatever you decide will toss you into the small-town rumor mill, and you'll just have to work that much harder to meet your significant other. Rule #1: assess before undressing.

But everything you hear about the single scene in Aspen is true, Aspen takes single life to a new dimension. Beautifully toned fearless people are the norm, with voracious appetites for outside adventure and ... well ... sexual encounters. And yes, the odds are certainly good that one will find what they are looking for, as long as it is not long-term!

But the goods being odd are more likely. In a town inundated with luxury and more luxury, devoid of acceptable housing for those of us who work here, people need to double and triple up in everything they do, from sharing meals to bedrooms, and it should come as no surprise to anybody that this leads to hedonism and debauchery. And while it is quite easy to find that sexy laissez-faire attitude that many of us trustafarian/skier/snowboarder/telemark skiers maintain, it is far less common to find a connection with someone who wants to hang on for a while.

While there are plenty of locals who stick around well into adulthood, a large majority of the eligible and free that one meets in bars or on apps are transplants, looking for immediate action. South Africa, Australia, Argentina, Brasil, and the Philippines are just a few common destinations they flock from looking to experience the land of the free ... and loose.

We’ve created a rundown of different types of love-seekers you’ll be likely to meet if you’re in the market for romance. After all, there’s a reason so many people consider Colorado to be one of the most romantic states in the US, and what better city to start in than Aspen?

Got it All together

This person moved to town to work remotely for a big company based in a big city post-pandemic, but wants to make the western slope their new backyard. They might be employed by Ski Co. or a Real Estate firm, or maybe at one of the few sustainable or tech companies in Carbondale. This type is great to find if you’re looking for a suburban lifestyle in the mountains and yearn for the stability of a domestic partnership.

The Adventurer:

This is that person whose hunger for adventure is their Lithium. Of course, they want a companion to take off with them at any change of weather, but not if that person can't keep up. Oftentimes their home is their car and Phish is their jam. These adventurers need to stay free, and so their jobs are seasonal. If you are uber athletic, passionate, and always amped-up for an adrenaline adventure, this is the type for you. Also--must love dogs!

Trust- Funder

You don't have to search hard for this type in our neck of the woods. They’re for the most part silver-spoon-fed, drive a G-wagon, and their parents most likely own a city home and a country home just a few miles apart in the valley. A few upsides might come with this if you’re up for the status and frequent evenings spent hanging with local favorite Scott Sherry at the Caribou Club or for regular date nights spent at The Little Nell Wine Bar, or weekends in St. Moritz, which all sound pretty good to us. Relationships are like traveling, and Aspenites are usually up for exploration, no matter how long it lasts or how sour it turns.

Creeper:

This type is the self-proclaimed expert on everything and everyone Aspen, and they'll let you know within five minutes of your introduction. You can spot them a mile away by their loud clothes and voices. They’ll pick up on a transplant or visitor like it’s their job, and insert their wisdom whether it is appreciated or not. You will see them prowling on the bar circuit, or hear them talking trade loudly on the gondola to impress. Let's just say, we're not judging, just warning. Stay clear.

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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!!