Explore how leadership extends far beyond measurable accomplishments, creating ripples of influence that shape people and cultures for years to come through intentional development and genuine care.
Her Story
About Ashley
Ashley Wheeler is a seasoned leader in the professional trade association field, currently serving as Director of Professional Development at Florida Realtors®. In this role, she provides strategic oversight of communications, organizational strategy, and leadership development initiatives supporting a statewide membership of more than 240,000 individuals, along with approximately 250 instructors and 50 education directors. With more than 19 years of leadership experience, Wheeler brings extensive expertise in professional development, organizational effectiveness, strategic planning, communications, and relationship building.
Before transitioning to 501(c)(6) professional associations, Wheeler spent nearly two decades working with 501(c)(3) nonprofit organizations, where she gained valuable experience in volunteer coordination, event logistics, community engagement, and partnership development. She earned her Associate of Arts degree in Mass Communication/Media Studies in 1993 and remains actively engaged in the association management profession. Wheeler is involved with the Florida Society of Association Executives and serves on committees that help select educational content and speakers for the organization's annual convention. Her leadership philosophy is grounded in transparency, active listening, clear communication, and removing barriers so talented individuals can thrive.
Outside of her professional career, Wheeler is passionate about an active, purpose-driven lifestyle. She enjoys mountain biking, spending time outdoors, and exploring new trails and adventures. She also has a strong commitment to pet rescue and animal welfare, dedicating time and energy to supporting animals in need. Whether she is developing future leaders, contributing to her professional community, enjoying the outdoors, or advocating for animals, Wheeler brings enthusiasm, compassion, and a genuine desire to make a positive difference in the lives of others.
Her Interview
Ten minutes with Ashley
01What do you attribute your success to?
I attribute my success to learning from intentional leaders and observing how they invest in and develop others. I have been fortunate to have exceptional mentors who challenged me to grow and encouraged me to recognize my own potential, even during times when I could not see it myself. Their guidance shaped my belief that leadership is not about being the most important person in the room, but about empowering others, removing obstacles, and creating opportunities for talented people to do exceptional work. Developing people and helping them reach their full potential has become one of the most meaningful and rewarding aspects of my career.
02What’s the best career advice you’ve ever received?
The best career advice I have ever received is that, as a COO or CEO, I do not have to have all the answers. My responsibility is to create an environment where talented people feel empowered to contribute their expertise, collaborate effectively, and find the right answers together. I believe strong leadership is about building trust, asking thoughtful questions, removing barriers, and giving people the support and resources they need to succeed.
03What advice would you give to young women entering your industry?
My advice to young women entering the industry is to remember that the work you are doing today does not define or limit your future. Be open to learning, take on new challenges, and actively invest in the growth and development of others. When you help others succeed, you create opportunities for yourself to grow as well. Developing people builds trust, strengthens your leadership capabilities, and can open doors to greater responsibility and influence. Most importantly, never underestimate the possibilities that can emerge when you remain curious, adaptable, and committed to helping others thrive.
04What are the biggest challenges or opportunities in your field right now?
One of the biggest challenges I see in my field is overcoming self-doubt, particularly for women who are often expected to balance the demands of being a wife, mother, homemaker, and professional while feeling pressure to excel in every area. I believe it is important to recognize that we are capable of achieving ambitious goals without allowing self-doubt to define our potential. I also believe transparency is a powerful leadership tool when used thoughtfully and at the right time. Being willing to acknowledge mistakes, learn from them, and take responsibility can strengthen credibility, build trust, and ultimately earn the respect of those around us.
05What values are most important to you in your work and personal life?
The values most important to me in both my professional and personal life are transparency, active listening, and clear, forward communication. I believe in being open and honest, sharing as much relevant information as possible, and ensuring that people have the clarity they need to make informed decisions. I also value listening with intention and creating an environment where people feel heard, respected, and comfortable sharing their perspectives. These principles guide how I build relationships, lead others, and approach challenges with trust, accountability, and integrity.
Her Content Hub
Articles by Ashley
The Ripple of Leadership: Your Influence Travels Further Than You Know
How Your Influence Extends Far Beyond What You Can See
Recently, I was standing at the beach watching the water when I noticed a ripple of a wave moving outward. What began in one small motion kept traveling - touching water far beyond where it started.
I found myself thinking about leadership and how we may never know where our influence ends.
We tend to measure leadership by what we can see: the team we built, the goal we reached, the organization we strengthened, the person we mentored who went on to accomplish something extraordinary.
Those things matter.
But I have come to believe that some of the most meaningful evidence of our leadership may be found in places we will never see.
Because leadership has a ripple effect.
When you invest in another person, your influence doesn't stop with them. Something you taught them may change the way they lead someone else. The confidence you helped them discover may give them the courage to encourage another person. The grace you extended when they made a mistake may influence how they respond years later when someone on their team makes one.
Suddenly, something that began with one conversation has traveled farther than you ever imagined.
Leadership Is More Than What We Accomplish
Early in our careers, it's easy to associate leadership with accomplishment. We are rewarded for results, promotions, successful projects, and measurable outcomes.
But somewhere along the way, my definition of leadership changed.
I stopped asking only, "What did we accomplish?"
I began asking, "Who became stronger because we accomplished it together?"
A successful project ends. A budget year closes. A strategic plan is eventually replaced.
But when we develop people, the investment keeps moving.
People Remember How We Led Them
Most of us can remember someone who changed the trajectory of our lives.
Someone who saw something in us before we could see it ourselves. Who gave us an opportunity before we felt ready. Who challenged us when it would have been easier to let us remain comfortable. Or who simply treated us with dignity when we desperately needed it.
We carry pieces of those people with us.
And the people we lead are carrying pieces of us, too.
Every day, leaders teach lessons they never put on an agenda.
We teach people whether questions are welcome. Whether mistakes are opportunities to learn or reasons to hide. Whether success is something to protect or something to share.
Eventually, many of those people will become leaders themselves.
The culture we create today may quietly become the culture they create tomorrow.
That is the ripple.
Developing People Changes More Than Organizations
I believe one of the greatest responsibilities of leadership is developing people.
Not creating followers.
Not making ourselves indispensable.
Developing people.
When we invest intentionally in someone's growth, we may be helping them build a stronger business, discover confidence they carry into their next opportunity, or become the kind of leader who creates opportunities for someone else.
And the impact doesn't stop at work.
People influence families, communities, organizations, and professions.
The investment multiplies.
Leadership Isn't About Being the Center of the Ripple
Good leadership cannot require us to remain at the center of everything we helped create.
If we have developed people well, they should eventually make decisions without us. They should have ideas we didn't give them. They should improve things we started - and sometimes accomplish things we never could.
That isn't a threat to leadership.
That is the evidence of it.
Perhaps one of the best measures of a leader is not how many people need us, but how many people become capable of leading without us.
Choose Your Ripple
None of us leads perfectly. But every day gives us another opportunity to decide what kind of influence we want to send outward.
We can choose curiosity over assumption. Grace over humiliation. Courage over avoidance. Development over control.
We can give someone an opportunity. Ask the extra question. Share what we know. Make room at the table. Tell someone, "I see something in you."
We may never know what happens because we did.
The person you encourage today may lead someone differently tomorrow. That person may strengthen a business, transform an organization, mentor another leader, serve a community - or simply show someone else the same dignity once shown to them.
You may never see it.
You may never receive credit for it.
But leadership was never supposed to be about receiving credit.
It is about leaving people stronger than we found them - and trusting them to carry that investment forward.
Perhaps that is what I was seeing at the water's edge that day.
Leadership has no finish line.
And neither does its ripple.
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