Meet Kyle Gabhart

We’re excited to introduce you to the always interesting and insightful Kyle Gabhart. We hope you’ll enjoy our conversation with Kyle below.

Kyle, thank you so much for joining us and offering your lessons and wisdom for our readers. One of the things we most admire about you is your generosity and so we’d love if you could talk to us about where you think your generosity comes from.

Well, I guess you could say I was raised with a full plate and an open hand.
Growing up, my parents modeled servant leadership in quiet, powerful ways. Whether it was hosting church potlucks, helping neighbors move, or making space at the table for someone who needed a warm meal or a word of encouragement, they taught me early on that giving isn’t about abundance, it’s about posture.
But honestly, my generosity doesn’t come from me, it comes from God. Scripture says “to whom much is given, much will be required” (Luke 12:48). And I’ve been given a lot, more than I deserve. A faithful wife, six incredible kids, two grandkids, a business built on trust, and a calling that still gets me out of bed with fire in my bones.
It’s not always convenient to be generous. It takes intention. But if your hands are always closed, you can’t receive much either. I’d rather live open-handed, giving my time, my resources, my wisdom, and sometimes just a listening ear. Because at the end of the day, legacy isn’t measured by what we accumulate. It’s measured by what we pass on.
And if that means writing a check, lending a hand, or just showing up when someone needs you, then that’s not generosity. That’s just stewardship.

Let’s take a small detour – maybe you can share a bit about yourself before we dive back into some of the other questions we had for you?

At my core, I’m a legacy builder.
By trade, I’m a financial advisor and exit planner, but what I really do is help families and business owners steward their resources with purpose and intention, so they can live a life they’re proud of and leave a legacy that outlives them.
Through Bluegrass Legacy Group, our team walks with clients through wealth planning, business transitions, and legacy strategy, always with a focus on faith, family, and financial clarity. We’re not chasing dollar signs. We’re helping people find peace of mind and a path to meaningful impact.
What excites me most? It’s watching a client go from being anxious or overwhelmed about the future to suddenly seeing it clearly, with vision, with options, and with a plan. That moment when they realize they don’t have to retire in the traditional sense, they just need to realign with what matters most? That never gets old.
We’ve recently expanded into legacy-focused exit planning, which helps business owners transition out of their company without losing their identity or momentum. It’s not just about selling a business, it’s about what’s next. That’s a big gap in the market, and we’re building a firm to stand in that gap.
And on a personal note, I’m a husband, a father of six, a “BG” (that’s my grandpa name) to two grandkiddos, and the author of two books: Legends Don’t Retire and The Canteen. Both unpack what it means to live on mission, with your finances, your faith, and your future.
Our brand is rooted in stewardship, gratitude, and a deep conviction that your legacy isn’t something you leave behind, it’s something you live right now.

There is so much advice out there about all the different skills and qualities folks need to develop in order to succeed in today’s highly competitive environment and often it can feel overwhelming. So, if we had to break it down to just the three that matter most, which three skills or qualities would you focus on?

Looking back, three things have consistently shaped my journey, whether in business, ministry, or family life:
1. Public Speaking & Communication
From the time I could string together sentences, I’ve been speaking up. Over time, I learned how to speak well. Public speaking has opened more doors for me than any other skill. Whether it was debate team, preaching, or presenting financial strategy to a boardroom full of business owners, the ability to articulate ideas clearly and confidently has been a difference-maker.
Advice: Speak often, and seek feedback. Join something like Toastmasters. Volunteer to teach, present, or lead discussions. The only way to get better at communication is to keep doing it, and being willing to get critiqued along the way.
2. Optimism
I’m wired to believe the best is possible, sometimes even when circumstances say otherwise. That outlook has fueled my resilience through both personal and professional storms. Optimism isn’t just positive thinking; it’s choosing to see obstacles as opportunities and setbacks as setups.
Advice: Train your brain to look for what’s still good. Start a gratitude habit. Surround yourself with people who speak life. And when challenges come (because they will), ask yourself: “What could God be developing in me through this?”

If you knew you only had a decade of life left, how would you spend that decade?

Honestly? I’d double down on the things that matter most; faith and family.
I’d spend as much time as possible investing in my wife, my kids, and my grandkids. I would make sure to be making memories, speaking life into them, and passing on the lessons I’ve learned the hard way. I’d want them to know the why behind everything I’ve built, not just the what. And I’d make sure my marriage, my family, and my business were aligned with the values I hold most dear.
I’d pour myself into helping others transition well, especially business owners. So many folks spend decades building something, only to realize too late they never planned what comes next. I want to help them avoid that regret. If I had ten years left, I’d spend it helping others finish their chapters with clarity, peace, and purpose.
And I’d teach more and write more. Not to build a brand, but to equip people to live and lead with eternal perspective. I’d spend less time worrying about outcomes and more time planting seeds.
Because when the clock’s ticking, and it always is, you stop chasing applause and start pursuing impact.
Ten years isn’t long. But it’s enough time to change lives. And that’s what I intend to keep doing, right up to the final whistle.

Contact Info:

Image Credits

Monica Lawrence – The Branding Photo Co.

Suggest a Story: BoldJourney is built on recommendations from the community; it’s how we uncover hidden gems,
so if you or someone you know deserves recognition please let us know here.
When do you feel most at peace?

In a culture that often celebrates hustle and noise, peace can feel rare. Yet, peace

Was there ever a time you almost gave up?

We connected with some of the most resilient folks in the community and one of

What would your closest friends say really matters to you?

If you asked your best friends what really drives you—what they think matters most in