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There’s an idea we all want to believe. If you’re talented enough, you’ll make it.

This week on Here’s What We Know, we sit down with singer-songwriter Trey Calloway, a rising country artist navigating the reality of building a career in today’s music industry. And what we uncover is something a lot of people don’t want to admit: Timing matters more than talent.

We talk about country stars like Jason Aldean and Eric Church, artists who feel inevitable now but weren’t always. There were years where nobody knew who they were, years where it could have gone the other way.

Because when you really look at success in the music industry, you start to realize something. It doesn’t happen overnight, and it doesn’t happen just because someone is talented.

It happens when everything lines up. Talent. Timing. Opportunity. And readiness.

Miss one of those, and the outcome can look completely different.

If you’ve ever wondered what it really takes to make it in country music, why some artists break through and others don’t, or how timing shapes success in the music industry, give this episode a listen!

In This Episode:

• Why some incredibly talented artists never break through
• How timing, readiness, and life experience all collide
• The reality of making money in music today
• Why success often comes later than expected
• And what keeps someone going when it would be easier to quit

This episode is sponsored by:

Sterling Oak Cabinetry

Reed Animal Hospital

Bio:

Trey Calloway is a singer/songwriter born and raised in North Carolina. The son of a preacher man, Trey grew up singing in church and was a seasoned performer by the age of 10. Although southern and contemporary gospel were his first musical loves, he was instantly mesmerized by the sounds of country music after hearing a Garth Brooks Greatest Hits album his parents bought for him. A deep understanding and passion for the rocking, boot stomping, country music of artists such as Clint Black, Alan Jackson, and Travis Tritt began to grow within him. Trey began writing songs, playing guitar, and performing in clubs at age 15. He knew early on without a shadow of a doubt that he would make music his career. Trey recorded and released his debut Nashville album entitled “Carolina Man” and was able to work with some of his musical heroes including Brent Mason, Lonnie Wilson and Buddy Hyatt on the album.

Website: https://treycallowaymusic.com/

Instagram: https://www.instagram.com/treycallowaymusic/

Facebook: https://www.facebook.com/treycallowaymusic/

YouTube: https://www.youtube.com/user/TreyCalloway1

TikTok: https://www.tiktok.com/@treycallowaymusic

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You ever get into one of those conversations where you think you know the subject… and then suddenly you’re ten layers deeper than you ever expected to go? That’s what happened here.

This week on Here’s What We Know, we’re joined by Danny Johnson, a stand-up comedian making his mark in the world of clean comedy. We start by talking about the craft, how a joke is built, why timing matters more than the words, and how comedians actually think.

And then we keep going, because comedy is more than just about being funny anymore.

Now it’s social media, followers, clips, going viral, and pressure. The conversation gets more and more fascinating, as one question keeps coming up: If being funny isn’t enough anymore… then what is?

In This Episode:

• The rise of clean comedy and why it’s finding a bigger audience
• How comedians actually write and build material
• The pressure of social media and why it changes everything
• The difference between being funny and being successful
• What it really means to “make it” in comedy today
• And why some of the funniest people you’ve ever seen might still be figuring it out

This episode is sponsored by:

Sterling Oak Cabinetry (Be sure to tell them Gary sent you!)

Bio:

Danny Johnson delivers clean stand-up with "Northeast sarcasm and Southern charm," making him a favorite for theaters, corporate events, churches, and community audiences nationwide. A Dry Bar Comedy featured comedian (Apple TV, Amazon & Peacock), he has appeared on Comedy Central, NateLand Live at Zanies, and shared stages with Howie Mandel, Bob Saget, and many others. A Carnival Cruise Line Comedy Challenge winner and 15-year headliner, Danny blends sharp observations, expressive physical comedy, and relatable stories into a show audiences trust and event planners rebook.

Website: https://dannyjohnson.com/

Facebook: https://www.facebook.com/DannyJohnsonComedy

Instagram: https://www.instagram.com/dannyjohnsoncomedy/

YouTube: https://www.youtube.com/comediandanny

TikTok: https://www.tiktok.com/@dannyjohnsoncomedy

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There’s what people see on stage, and then there’s everything else.

This week on Here’s What We Know, we welcome back Jerry Flowers, a seasoned bassist, an accomplished songwriter, and music industry veteran, best known for his longtime role as Keith Urban’s bass player and bandleader.

We’ll talk about what life on tour is really like, from playing in front of 80,000 people at major concerts to walking into a room of 50 where no one knows who you are. It’s a side of the music industry most people never see.

Jerry shares what it takes to connect with a live audience, why some artists succeed while others struggle, and how the best performers learn to win over any crowd, whether it’s a stadium or a small private event.

We also get into the realities of touring as a musician, the highs and lows of the road, and the difference between the spotlight and the moments that happen behind the scenes.

This is a conversation about stories. The ones you remember, the ones that shape you, and the ones that don’t seem important at the time… until years later, when you realize they meant everything.

In This Episode:

• What Life on Tour Is Really Like
• Jerry Flowers on Touring with Keith Urban
• The Best Concert Experience: 80,000 Fans in Quebec City
• The Reality of Life After a Big Show
• From Stadiums to Small Rooms: The Truth About Touring
• How Great Artists Win Over Any Crowd
• Early Days on Tour: Bars, Vans, and the Grind
• Learning Storytelling as a Songwriter and Performer
• Music Industry Stories: Jack Black, Hugh Jackman, and More
• Why Storytelling Matters in Music and Life
• Florida Georgia Line, Jason Aldean, and Artist Development
• American Idol vs Real-World Experience in Music
• Why Some Artists Make It and Others Don’t
• Great Songs That Never Became Hits
• The Stories You Carry With You

This episode is sponsored by:

Mike Counsil Plumbing & Rooter (Use code “Gary” to get $89 off any service!)

License #: 679261

Bio:

Jerry Flowers is a seasoned bassist, songwriter, and music industry veteran, best known for his longtime role as Keith Urban’s bass player and band leader. With a career spanning decades, Jerry has toured the world, shared the stage with music legends, and played a pivotal role in crafting chart-topping hits both on and off the road.

Originally from Pinch, West Virginia, Jerry’s musical journey began at just 12 years old, fueled by a passion for bass guitar. His talent and dedication took him from small-town gigs to global stages, touring with The Chicks, Counting Crows, and more.

Beyond performing, Jerry is an accomplished songwriter, earning #1 hits with Billy Currington, Jason Aldean, Sam Hunt, and Ryan Hurd. His musicality and creativity continue to inspire every session he’s in, making him a sought-after collaborator in Nashville’s thriving music scene.

Instagram: https://www.instagram.com/jerryflowersmusic/

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Some conversations make you lean in… and some conversations make you uncomfortable because you realize just how much you don’t know, and this is one of those.

This week on Here’s What We Know, we welcome Neal K. Shah, who went from a successful career as a $250 million hedge fund manager in New York to becoming a caregiver for loved ones facing dementia and cancer, and ended up uncovering just how broken parts of our healthcare system really are.

We’ll talk about what happens when healthcare says “no” in real life. Real people, real families, and real consequences.

We get into the rising number of denied claims, the strain on families who are already stretched thin, and the uncomfortable truth that the system we depend on is not always built to take care of us the way we expect.

This episode is about paying attention, asking better questions, and understanding that you have more power than you think, especially when you’re willing to fight for it.

If you’ve ever assumed the system would work when you needed it… this episode might change the way you see things.

In This Episode:

• How Caregiving Changes Your Perspective on Life and Work
• The Hidden Reality of Dementia, Cancer, and Family Impact
• Healthspan vs lifespan and the growing aging population crisis
• The Future of Healthcare Costs and Insurance Pressure
• Why the Healthcare System Feels Broken
• Health Insurance Explained: Where Your Money Really Goes
• Understanding premiums, subsidies, and the illusion of “free” healthcare
• The Rise of Claim Denials in Healthcare
• Is There a Better Way? Direct Pay Healthcare Explained
• Free Market vs Government Healthcare Debate
• Why Most People Don’t Appeal Denied Claims
• Using AI to Fight Insurance Denials (Counterforce Health)
• Real Story: Beating a $40,000 Denial
• Why We Must Pay Attention to Healthcare Now

This episode is sponsored by:

Reed Animal Hospital

Dignity Memorial

Bio:

Neal K. Shah is a healthcare innovator, entrepreneur, and former hedge fund manager who turned personal caregiving experiences into a mission to improve the healthcare system. After supporting family members through dementia and cancer, he founded CareYaya, a fast-growing platform connecting healthcare students with families in need of care, and Counterforce Health, which uses AI to help patients fight denied insurance claims. Neal’s work sits at the intersection of caregiving, technology, and healthcare reform, with a focus on empowering patients and improving access to care.

Website: https://www.careyaya.org/

LinkedIn: https://www.linkedin.com/in/neal-shah-careyaya/

Instagram: https://www.instagram.com/nealkshah/

YouTube: https://www.youtube.com/@wearecareyaya

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There are people who know a little about a lot. And then there are people like Pete A. Turner.

This week on Here’s What We Know, we sit down with a former Army counterintelligence agent who turned a life of asking hard questions into something unexpected: a podcast built on curiosity, connection, and listening.

What starts as a conversation about baseball and sports turns into something much deeper. We’ll talk about what it really means to pay attention. Not just hearing words, but understanding what’s underneath them.

Pete also shares how his time as a spy shaped the way he sees the world. How he builds trust, how he gets people to open up, and why the best conversations rarely go the way you planned.

And if you’ve ever wondered why some conversations stay with you long after they’re over, this episode might give you a few answers.

In This Episode:

• Why This Conversation Goes Off Script Fast
• Baseball, Obsession, and How Smart Minds Stay Engaged
• Why Sports Are More Than Games
• Why He Walked Away from Football
• The Problem With “Greatest of All Time” Debates
• What Makes Elite Athletes Different
• F1, Precision, and the Psychology of High Performance
• From Podcasting to 2,000 Episodes: How Pete Built His Show
• “I Was a Spy”: Pete Turner’s Counterintelligence Background
• Fear, Growth, and Why You Should Say Yes to Hard Things
• Near-Death Experiences and What Happens at the Edge of Life
• How a Spy Becomes a Great Podcast Host
• The Secret to Getting People to Open Up
• How to Ask Better Questions (And Get Better Answers)

This episode is sponsored by:

Bison Junk Removal

Bio:

Pete A. Turner is a former U.S. Army counterintelligence agent turned podcast host and storyteller. As the executive producer and host of The Break It Down Show, Pete has led more than 2,000 conversations with a wide range of guests, from Nobel Prize winners to everyday people with extraordinary stories.

His background in espionage and global deployments across Afghanistan, Iraq, Bosnia-Herzegovina, Egypt, and Germany shaped the way he listens, asks questions, and connects with people. That same approach now defines his work behind the microphone.

Whether he’s exploring geopolitics, personal resilience, or the human stories behind the headlines, Pete creates space for conversations that go deeper than most.

Website: https://www.breakitdownshow.com/

LinkedIn: https://www.linkedin.com/in/peteaturner/

Facebook: https://www.facebook.com/breakitdownshow

Youtube: https://www.youtube.com/peteaturner

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This week on Here’s What We Know, we welcome Eric Hayden, founder and CEO of Urban Catalyst, a company that’s helped drive billions of dollars in development across Silicon Valley. He was also named the 2025 Silicon Valley Business Journal Newsmaker of the Year.

That’s the resume. But that’s not the story. Because this conversation goes beyond real estate and development. It’s about how someone goes from selling sand dollars as a kid… to helping shape an entire city.

And really, when you strip it all down, it’s about how we think, how we build, and how we show up in the world.

In This Episode:

• Why housing is so expensive, and why it’s not an easy fix
• What it really means to “win” at school, work, and life
• What it actually takes to build in places like Silicon Valley
• The hidden systems behind growth, cities, and opportunity
• How curiosity and creativity can shape a career in unexpected ways
• And why success has a lot less to do with intelligence than people think
  
  

This episode is sponsored by:

Bison Junk Removal (Effortless solution to your junk removal needs!)

Bio:

Eric Hayden is the Founder and Managing Partner of Urban Catalyst. Responsible for developing more than $3.5 billion in real estate projects, including over 2,300 residential units in the California Bay Area, Mr. Hayden has experience in acquisition, contract negotiation, due diligence, risk assessment, financing, construction, and disposition of multifamily, single-family, and large mixed-use and master-planned developments. He maintains relationships with a broad network of property owners, enabling him to identify and acquire prime investments. Mr. Hayden also has expertise in navigating projects through the entitlement process by working with elected officials, community groups, and political organizations to gain support and get projects approved.

Website: https://www.facebook.com/urbancatalystfund/

LinkedIn: https://www.linkedin.com/in/erikhayden/

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History tends to remember the loudest voices in the room. But sometimes the person who actually helped prevent disaster is the one sitting in the middle.

During the Cuban Missile Crisis in 1962, the world stood just hours away from nuclear war. Most of us remember the names Kennedy and Khrushchev. What we often forget is the man working behind the scenes at the United Nations, trying to slow things down before the world lost its mind. His name was U Thant.

This week on Here’s What We Know, we sit down with historian and author Thant Myint-U, who also happens to be U Thant’s grandson. His book Peacemaker tells the story of a schoolteacher from a small town in Burma who somehow found himself standing between the superpowers at one of the most dangerous moments in modern history.

We talk about the Cold War, the role of the United Nations, and what it was like for a grandson to discover the real scope of his grandfather’s life by digging through archives decades later.

This episode is a fascinating story about diplomacy, history, and the people who sometimes carry the biggest responsibility. Listen now!

In This Episode:

• The Forgotten Peacemaker Behind the Cuban Missile Crisis
• Growing Up With the UN Secretary General
• When Did He Realize His Grandfather Was a Global Leader?
• Why U Thant Was Left Out of the Cuban Missile Crisis Story
• From Burmese Schoolteacher to UN Secretary General
• The Human Side of a World Leader
• Taking Over the UN During the Cold War
• Political Assassinations and Cold War Tensions
• The Golden Age of the United Nations
• Can the United Nations Still Prevent Global Conflict?
• The Power and Limits of the UN Security Council
• What the UN Was Originally Designed to Do
• The Decline of UN Peacekeeping Influence
• Why the UN Still Matters Today
• The Personality of U Thant: Calm, Pragmatic Leadership

This episode is sponsored by:

Mike Counsil Plumbing & Rooter (Use code “Gary” to get $89 off any service!)

License #: 679261

Bio:

Thant Myint-U is a historian, author, and former United Nations official specializing in the history and politics of Myanmar and Southeast Asia. Educated at Harvard, Johns Hopkins SAIS, and Cambridge, he served on UN peacekeeping missions in Cambodia and the Balkans and later worked at the UN Secretariat in New York on humanitarian and political affairs. He has also advised Myanmar’s government on economic reform and peace negotiations and founded the Yangon Heritage Trust to preserve the city’s historic architecture.

Website: https://www.thantmyintu.com/

LinkedIn: https://www.linkedin.com/in/thant-myint-u-340aa99/

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Sometimes what looks like an overnight success story is really a 25 year journey that most people never see. Country artist Chas Collins knows that road well.

This week on Here’s What We Know, we sit down with Chas Collins to talk about what the music business really looks like behind the curtain. They dive into the long road of touring, the reality of chasing a dream, and why some artists are finally finding success later in life.

Chas shares stories from 25 years of performing across the country, the moment he realized people were actually paying attention, and why faith and timing can sometimes matter more than raw talent.

If you have ever chased something that took longer than you expected, this conversation will probably feel very familiar. Tune in now!

In This Episode:

• How Chas Collins built a fan base singing karaoke
• Why success in country music doesn’t have an expiration date anymore
• The grind behind life on the road that fans rarely see
• Why faith and timing matter in creative careers
• What it feels like when 25 years of work finally starts paying off

This episode is sponsored by:

Reed Animal Hospital

Dignity Memorial

Be sure to tell them Gary sent you!

Bio:

Chas Collins is a country music artist and Nashville recording artist known for powerful storytelling, raw emotion, and high-energy performances. Blending deep country roots with an influence of 80s rock, his music captures life’s most vivid moments, from the thrill of a Saturday night to the quiet ache of life on the road.

Born in Belle Chasse, Louisiana, Chas overcame personal loss and the devastation of Hurricane Katrina before heading to Nashville with just $500 and a dream. Those experiences shaped a songwriting style grounded in authenticity, resilience, and heart.

Standing 6'6" with a commanding stage presence, Chas has performed more than 3,500 shows across 43 states, building a loyal grassroots fanbase through relentless touring and genuine connection with audiences. Now based in Tampa Bay while continuing to record in Nashville, he continues to share stories of life, loss, faith, and hope through music that resonates with fans across the country.

Website: https://www.chascollins.com/

Instagram: https://www.instagram.com/chascollinsmusic/

Facebook: https://www.facebook.com/chascollinsmusic/

YouTube: https://www.youtube.com/@chascollinsmusic

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