Meet Tylar Dillon | College student and Entrepreneur

We had the good fortune of connecting with Tylar Dillon and we’ve shared our conversation below.

Hi Tylar, is there something that you feel is most responsible for your success?
At Closet on the Hill, we want every user to experience that rare high—the kind of feeling you get when someone compliments your outfit, when the guy you like finally texts back, or when you unexpectedly get a free drink. That little rush of confidence, excitement, and validation—we believe you should feel that way every time you rent.

From everything I’ve learned, heard, and read, a successful brand is driven by a passionate leader. My passion and goal for Closet on the Hill is to create a business that makes people feel confident, included, and empowered—without breaking the bank to look and feel good.

But empowerment isn’t just about fashion—it’s also about financial freedom. I want to give people the opportunity to make easy money in a way that fits their lifestyle, so they’re not stuck in inconvenient jobs that take away from their work-life balance.

Closet on the Hill exists because I’ve been on both sides. I’ve been the girl who missed a friend’s birthday because of work, and I’ve had nights ruined because the outfit I planned didn’t arrive, leaving me feeling off. I built this company to eliminate those moments—to make sure everyone has access to affordable, confidence-boosting fashion while also having the chance to earn in a way that works for them.

At its core, Closet on the Hill is about empowerment—helping people feel good in what they wear and in the opportunities they have. Because everyone deserves to feel that rare high, not just once in a while, but every time they rent.

Can you give our readers an introduction to your business? Maybe you can share a bit about what you do and what sets you apart from others?
Closet on the Hill isn’t just about me making money—it’s about empowering college students to earn income from their clothes while giving others access to trendy, affordable rentals. Instead of letting clothes sit unworn, students can rent them out and make extra cash, all while choosing who they rent from and to. We want people to feel their best, to know they look hot, to know that they look good, we want them to feel that high of being complemented or getting a free drink. College is expensive, so why not save money on fashion and make money on what’s already in your closet? I got here with the support of my parents, who taught me real-world business skills through experience, Shark Tank, and networking. I always ask successful people, “What’s your best advice?” or “What book or podcast impacted you most?”—because learning never stops. The biggest lesson? People will judge you no matter what, so take the risk and chase your dreams. The regret of “What if?” is far worse than any mistake. Closet on the Hill is about confidence, financial freedom, and community—this is just the beginning.

Any places to eat or things to do that you can share with our readers? If they have a friend visiting town, what are some spots they could take them to?
If my best friend were visiting, I would start our weekend at either Salt or Gemeni’s for dinner and drinks on Pearl. Then on saturday we would stop by Woodgrain Bagels to pick up some breakfast sandwiches before driving up to Vail to ski. After a long day of skiing, we would grab a quick snack/bite in Vail village at a quick place. Then we would drive back to Boulder, shower, change, eat at Stella’s and get drinks they have mocktails and cocktails. Then, after a fun night out, we would recuperate with brunch at The Buff.

Who else deserves some credit and recognition?
My parents deserve recognition for their unwavering moral support and the invaluable lessons they’ve taught me about business and success. So much of what I know today comes from watching and learning from them.

My mom has a natural talent for creativity and processes, transforming ideas into thriving businesses with her thoughtful touches. She solves the most complex issues every day among many businesses and finds solutions that no one else could, making that business 10x more successful than before. Time and time again, I’ve seen her make businesses more efficient and welcoming, proving that minor details can have the most significant impact.

My dad has been my outstanding teacher in finance and leadership for as long as I can remember. Observing him navigate crucial decisions—who to partner with, who to hire, and how to manage money—has built the foundation for how I approach my own business. His experiences have shaped my understanding of what it takes to succeed.

Without my parents, I wouldn’t have the confidence to dream as big as I do. Closet on the Hill exists because they showed me what’s possible, and I am endlessly grateful for that.

Website: https://closetonthehill.com

Instagram: closetonthehill11

Linkedin: https://www.linkedin.com/in/tylar-dillon

Image Credits
Pinterest