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Derron Cloud: Making Insurance Simple & Personal

After nine years running food and beverage at Aspen Glen, Derron Cloud moved into insurance in 2015. Today he owns Derron Cloud State Farm in Basalt, where his goal is simple: help local families plan ahead so they never need a GoFundMe. In this Aspen Business Connect feature, he talks about changing careers mid-life, why everyone should review their coverage once a year, wildfire preparedness and the community groups he supports.

‍Aspen Business Connect | Meet the People Behind the Business · @Jillian Livingston

Derron Cloud has a goal most people wouldn't expect from an insurance agent: he wants to rid the world of the GoFundMe page. You know the one — set up when someone falls ill or passes away and a family is left scrambling. As President, Owner and Agent of Derron Cloud State Farm in Basalt, he spends his days making sure the families of the Roaring Fork Valley never need one.

From the Smokies to the Rockies

Derron was born and raised in Pell City, Alabama, where he attended The Donoho School. His love of the mountains started early, on family trips to the Smoky Mountains. That pull took him to North Carolina for college, where he graduated from Western Carolina University's International Business School.

Finding home in the Roaring Fork Valley

Derron transferred to the valley from Nashville in 2006 and spent nine years as Food and Beverage Director at Aspen Glen. In 2015, he found his way into the insurance world — and he's been building his business here ever since.

What keeps him here is the life outside the office. Derron, his wife Mary and their dog Tuli take full advantage of everything Colorado offers: skiing, tennis, camping, mountain biking, dirt biking and snowmobiling.

Insurance, made simple and personal

At Derron Cloud State Farm, the mission is to make insurance simple and personal. Whether you're adding a new car, preparing for time away from home or reviewing your policies, Derron and his team answer questions, explain options clearly and help you feel confident in your protection.

He's a firm believer in the annual review. Meeting with your agent once a year is how you confirm you actually have the protection you think you have — and how you catch the gaps that can really cost you down the road.

"We can help families take care of these things so they can continue living if the unthinkable happens," he says.

A road worth the work

Changing careers mid-life is never easy. Changing careers and then becoming a business owner is even harder — but, Derron says, it can be one of the most rewarding things you can do.

"To have the life you want, you have to work at it," he says. He takes pride in taking care of his team, which in turn helps him take care of his family. Both, he notes, take work every single day.

The questions others avoid

What excites Derron most right now is helping people plan for the future. He's humbled to support clients through life's big events, and he's proud to be the one who asks the questions others might avoid. He'll walk you through the "what ifs," make sure you've set money aside and confirm you have the right coverage to safeguard what you've built.

That's what he wishes more people in the valley understood: planning isn't just about "getting insurance." It's about asking the hard questions and choosing coverage that truly protects your family and your future — especially when it comes to life, disability and retirement.

What's happening now

Derron is encouraging clients to do a quick check-in on their coverage and retirement goals. Life changes fast — income, health, family and plans — and he wants people to feel protected and prepared as things shift around them.

He's also fielding a lot of questions about wildfire preparedness and how insurance relates to it. If you run a real estate office or community group, Derron is happy to come present.

Rooted in community

Derron Cloud State Farm is a proud member of the Basalt High School Boosters, the Basalt Chamber of Commerce, the Glenwood Springs Chamber Resort Association, the Aspen Chamber Resort Association, the Aspen Board of Realtors and Aspen Business Connect.

The team also supports many local nonprofits, including The Basalt Education Foundation, The Arts Center at Willits, Challenge Aspen, River Bridge Regional Center, Junior Achievement, YouthZone, Roaring Fork Leadership, Return to Dirt, Andy Zanca Youth Empowerment, Wind Walkers and Aspen Junior Hockey.

A good life in the valley

To Derron, a good life here means being able to actually live — time outside, strong connections with family and friends, and a sense of belonging in a place that feels slower and more human. It's being healthy enough to enjoy it, feeling secure day to day and having room to plan life around what matters most: experiences, community and the people you love.

Quick takes

  • Favorite local restaurant: Too many to pick just one!
  • Favorite place for coffee or a meeting: Grab a local coffee or treat and find a park.
  • Favorite way to spend a day off: Going for a drive with Mary to see beautiful sights or something new.
  • Favorite local events: Strawberry Days, JAS Aspen and Basalt music events.
  • Best advice he's ever received: "We can only control what we can control; the rest is how we react to it."
  • Who we should feature next: Bryan Welker.

Connect with Derron

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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!!