Cindy Kay Waddle, Founder and CEO on Influential Women
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Cindy Kay Waddle

Founder and CEO, Dezire to Inspire, LLC

Parker, CO 80138

5Years experience
1Article published

Certifications · Degrees · Memberships

Degree Some College

I quit confusing perseverance with staying in unhealthy situations. Quitting isn't always giving up sometimes it's choosing yourself and making room for something better.

Cindy Kay Waddle · In Her Own Words

Her Story

About Cindy

Cindy Waddle is the Founder and CEO of Dezire to Inspire, LLC, a purpose-driven company dedicated to using intentional words to encourage, comfort, and connect people through all seasons of life. Drawing on her strengths in strategic planning, servant leadership, relationship building, and business development, Cindy leads the company’s vision, product development, partnerships, branding, and growth. Dezire to Inspire offers 30-, 60-, 90-, and 365-day inspirational card sets designed to provide consistent encouragement rather than a single moment of support.

Before becoming an entrepreneur, Cindy built an accomplished 38-year career in federal Human Resources, serving in senior leadership roles and ultimately retiring as a GS-14 HR Manager and HR Director with the U.S. Mint in Denver. Her professional experience strengthened her expertise in organizational development, leadership, strategic execution, and creating positive workplace cultures. After retirement, her experience as a hospice volunteer profoundly influenced her next chapter. Inspired by a family facing the loss of a loved one, Cindy created 365 days of handwritten messages to provide ongoing comfort, an experience that helped spark the creation of Dezire to Inspire with her business partner, Carl.

Today, Cindy is focused on building a legacy centered on kindness, hope, resilience, and human connection. Her collections address both celebrations and difficult seasons, including grief, mental wellness, faith, military life, personal growth, relationships, and career development, while also offering customized and co-branded solutions for organizations. Beyond her business, Cindy enjoys crafting, going out to eat, and spending time with her husband of 46 years, whom she married at age 19. Through Dezire to Inspire, she continues to champion a simple but powerful philosophy: meaningful encouragement should not be reserved for special occasions—it should be shared every day.

Her Interview

Ten minutes with Cindy

01What do you attribute your success to?

I attribute my success to my drive, ambition, passion, perseverance, empathy, and an unwavering willingness to keep learning. I have never been afraid of hard work, and I have never believed that where you begin determines where you can ultimately go.


I spent 38 years in federal service, primarily in Human Resources, and worked my way to just one grade below the highest level of the federal General Schedule, with a high school diploma. That was an accomplishment I was incredibly proud of because I built my career through experience, determination, continuous learning, and a willingness to take on challenges that stretched me beyond what I already knew.


Then, after nearly four decades in a career I understood extremely well, I did something completely different: I became an entrepreneur. I stepped into the business world knowing very little about entrepreneurship, but having a very deep understanding of why my mission mattered. I have had to learn everything from product development and marketing to sales, branding, partnerships, and the realities of building a company from the ground up.


That journey has taught me to trust my instincts, ask for help when I need it, surround myself with people who believe in the vision, learn from mistakes, and keep moving forward even when the path is uncertain. I don't believe success means never failing. I believe success means refusing to allow failure, disappointment, or uncertainty to have the final word.


Most importantly, I genuinely believe Dezire to Inspire can be a change-maker in a world that desperately needs more kindness, encouragement, compassion, and human connection. When you believe that deeply in what you are building, giving up becomes much harder than continuing.

02What’s the best career advice you’ve ever received?

Some of the best advice I have received is to never stop learning and never become so focused on accomplishing the work that you forget about the people doing it.


My 38 years in Human Resources taught me that organizations can have the best strategies, systems, policies, and processes in the world, but people are still at the heart of everything. People perform differently when they feel respected, appreciated, heard, and valued. I came to believe that people don't need to be managed nearly as much as they need to know they matter.


That lesson has followed me from federal leadership into entrepreneurship and has become part of the foundation of Dezire to Inspire.


My business partner, Carl Merrell, also routinely reminds me that entrepreneurship is a marathon, not a sprint. I am naturally driven and tend to want everything accomplished yesterday, so his reminder has been invaluable. Building something meaningful takes patience, consistency, resilience, and the willingness to stay the course when results don't come as quickly as you hoped.


Two sayings have also stayed with me throughout my career: “Success is not final, failure is not fatal: it is the courage to continue that counts,” and “I never lose. I either win or learn.” Regardless of their often-debated attributions, the messages behind them reflect how I try to live. A setback is not the end of the story. There is almost always something to learn from it, and sometimes the greatest growth comes from the things that didn't go according to plan.

03What advice would you give to young women entering your industry?

Do not wait until you feel completely ready. You probably never will.


There will always be someone who appears more educated, experienced, connected, confident, or qualified than you. Do not allow that comparison to convince you that you don't belong in the room. Walk into the room anyway. Ask questions. Listen. Learn. Speak up. Make mistakes. Admit when you don't know something, and then go figure it out.


I built a successful 38-year federal career with a high school diploma and later entered entrepreneurship in my 60s knowing very little about starting or running a business. If I had waited until I felt completely qualified for every opportunity I pursued, I would have missed some of the greatest experiences of my life.


I would also tell young women not to confuse kindness with weakness. You can be compassionate and strong. You can listen to others and still trust your own judgment. You can lead with empathy while setting high expectations. And you can be ambitious without apologizing for wanting to accomplish something extraordinary.


Most importantly, don't allow someone else's perception of your limitations to become your own. Your voice, your experiences, your ideas, and your perspective have value. Believe that before you expect anyone else to believe it for you.

04What are the biggest challenges or opportunities in your field right now?

I believe one of the greatest challenges, and at the same time one of the greatest opportunities, is that we have never been more technologically connected while so many people feel increasingly disconnected on a human level.


We can communicate instantly with someone across the world, yet people still struggle to find the words to tell someone they love them, appreciate them, believe in them, miss them, are proud of them, or are simply there for them. Technology has made communication easier, but it hasn't necessarily made meaningful connection easier.


That is where I see an enormous opportunity for Dezire to Inspire. People are searching for authentic ways to strengthen relationships, encourage loved ones, support employees, recognize accomplishments, navigate difficult seasons, and simply remind another human being that they matter. Businesses are also recognizing that workplace culture isn't built only through policies and benefits; it is built through everyday human interactions.


Traditional greeting cards beautifully acknowledge a moment. Our approach is different because we ask: What happens the next day? And the day after that? That is why our products are built around consistent messages over 30, 60, 90, or even 365 days. We believe consistency gives words staying power. One encouraging message can brighten someone's day. Imagine what intentional encouragement can do when someone receives it day after day.


In a world filled with noise, automation, screens, and increasingly artificial communication, I believe genuine human connection may become more valuable than ever.

05What values are most important to you in your work and personal life?

Kindness, integrity, compassion, perseverance, authenticity, honesty, empathy, and respect are at the center of how I try to live and lead. But underneath all of those values is one belief that probably matters most to me: people need to know they matter.

People deserve to feel seen, heard, valued, appreciated, and remembered. They need to know, and truly believe, that their presence in this thing called life has meaning.


My years in Human Resources reinforced that belief over and over again. Titles, salaries, accomplishments, and recognition certainly matter, but what people often remember most is how someone treated them. They remember who encouraged them when they doubted themselves, who listened when they were struggling, who believed in them, and who showed up when life became difficult.


I try to carry that philosophy into every part of my life. Whether I am interacting with a customer, business partner, employee, friend, family member, or someone I may never see again, I want that person to walk away feeling that they mattered in that interaction.

That philosophy is also at the heart of Dezire to Inspire. We cannot solve every problem someone is facing, and we don't pretend that words alone can do that. But we can remind people that they are not invisible. We can encourage people to say the things that too often go unsaid.


Sometimes it really can begin with something as simple as a few meaningful words.

And then saying them again tomorrow.

Say It Every Day.

Her Content Hub

Articles by Cindy

A reflective memoir on 38 years in HR, hospice volunteering, and entrepreneurship that reveals how genuine human connection and telling people they matter transforms lives and organizations.

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