Jason Trent

The Guidelight

Religion EN ↓ 33 episodes

The Guidelight — Hosted by Jason Trent The Guidelight is for leaders like you — business owners, presidents, and CEOs who’ve built something remarkable and are now asking, “What’s next?” Hosted by Jason Trent , each episode dives beyond the spreadsheets to explore what truly matters when selling, scaling, or reshaping your company — your people, your purpose, and your next chapter. You’ll hear real stories and expert insights from those who’ve stood where you are, uncovering how to protect what you’ve built while stepping confidently into the future with clarity and peace of mind. If your comp...

Author

Jason Trent

Category

Religion

Podcast website

www.buzzsprout.com

Latest episode

Jul 7, 2026

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Episodes

Finding Purpose in Every Minute 07.07.2026

There are 1,440 minutes every day. Every person reading this, regardless of season, circumstance, or calling, wakes up to the exact same number. In this episode of The Guidelight , the question that won't leave me alone is how many of them I actually show up for, not just move through, but show up for. Present. Expectant. Awake to what God might be doing right there in that ordinary, unremark...

How to Find God’s Purpose Through Your Identity in Christ 30.06.2026

The life God calls you to build begins with who you are, not just what you do. In this episode of The Guidelight , I explain why purpose isn't found by filling your calendar or checking more boxes. It begins with your identity in Christ. When we focus on doing before being, we often run ahead of God. But when we remain close to Him, our work flows from a place of peace, purpose, and lasting i...

Known by Our Love: Love First, Speak Second 23.06.2026

The most powerful way to share your faith may not start with your words. It may start with your love. In this episode of The Guidelight , I share one of the most important lessons God has taught me about purpose, influence, and the Great Commission. Too often, we drift into one of two extremes which are leading with an agenda or staying silent when love calls us to speak.   Through personal storie...

Why God Uses Thorns to Reveal Your Purpose 16.06.2026

The challenge you're facing today may be pointing you toward the purpose God has prepared for you. In this episode of The Guidelight , I reflect on the connection between the Garden of Eden, the Garden of Gethsemane, and the thorns that show up in our everyday lives. The challenges we face at work, in leadership, in relationships, and in our calling may be the very things God uses to shape it...

Love That Remains: A Mother’s Legacy Through Generations 05.05.2026

Love grows stronger with every generation it touches. In this special episode of The GuideLight , I honor three women who shaped my life and leadership: my mom, mother-in-law, and wife. Their lives show what love that carries forward through people.  I share how a single mom’s sacrifice built a foundation of grace that still shapes me today. I reflect on a mother-in-law whose welcoming spirit and...

What Is Enough? Rethinking Wealth, Faith, and Generosity 28.04.2026

Most Christ-following business owners say God owns it all. But when the wire transfer clears after a business sale, that's where belief meets the wheelbarrow. In this episode, Jay Mink, Director of Outreach at National Christian Foundation, Carolinas, walks alongside some of the most generous people in the country and sees exactly what happens when faith gets that real. Jay breaks down the di...

The Power of Being the One 21.04.2026

God’s best work happens the moment we lay our agenda down. In this episode, at the Lead Loud Conference, speaker Karl Sherrill challenged the room with a simple but weighty idea which is, “Be the one.” Show up for people, even when it’s inconvenient. That message was still ringing in my ears when I spotted a young man named Alex sitting alone by the window and I made the decision to walk over. Ale...

Top 5 Reasons Business Owners Can't Exit 14.04.2026

Most businesses don’t sell not because there are no buyers, but because the business wasn’t built to be sold. In this episode, I walk through the five reasons most exits fail: poor preparation, unrealistic valuation, owner dependence, bad timing, and external market conditions. Each one is avoidable but only if you start working on them well before you’re ready to sell.  The business that attracts...

What Buyers Look For in Founder Led Companies 07.04.2026

Strong businesses are built to last, scale, and carry forward the vision. In this episode, I share what serious buyers look for in founder-led companies and how to build something that continues to thrive long after you step away.   It starts with predictability, clean financials, disciplined decisions, and systems that remove guesswork. But the real test goes deeper: leadership depth and culture...

How to Lead Your Team Through An Exit Without Fear 31.03.2026

Leading your team through an exit will either build trust or break it. In this episode, I show how to lead a business exit, M&A transition, or succession plan in a way that strengthens your team and your legacy.  Most leaders stay silent too long. But poor communication creates fear, fractures teams, and weakens culture. The right timing, honest conversations, and people-first leadership can p...

Life After Exit and Why Selling Doesn't Always Bring Peace 24.03.2026

What really happens after you sell your business? In this episode of The Guidelight Podcast, Jason Trent shares why selling a business doesn’t automatically bring fulfillment. Drawing from personal experience and years in the M&A world, he explains how many owners tie their identity to the company they built and why the transition after an exit can feel surprisingly uncertain. This conversatio...

Serial Entrepreneurship: When to Start, When to Sell, and When to Stay Focused 17.03.2026

When is it time to start something new — and when is it time to stay the course? In Part 2 of my conversation with Dave Streen, we unpack the realities of serial entrepreneurship. Dave has launched multiple companies, brought over 100 products to market, and bought and sold businesses across industries. But this isn’t about chasing ideas. It’s about discipline, timing, and alignment. Serial entrep...

Build to Exit: How to Create a Profitable Business That Runs Without 10.03.2026

What does it really look like to build a business you’re proud of — not just profitable, but aligned with your life? In this episode of The Guidelight, I sit down with Dave Streen for a candid conversation about entrepreneurship, focus, burnout, and what actually matters when the dust settles. We talk about the temptation to chase everything at once, the myth that more hustle always equals more gr...

How To Build A Transferable Business Before The Buyers Show Up 03.03.2026

Know Where You Stand Before You Step Away! Take the 7-minute Assessment:  https://go.guidelightlegacy.com/scorecard The best time to prepare your business for a sale is long before anyone's at the table. In this episode, I walk through the practical steps every business owner should take now to build a business with real, transferable value. And here's the thing: even if you don't p...

Preparing Your Heart For Transition: Your Business Is NOT Your Identity 24.02.2026

Your title is not your identity. Neither is your business. In this episode, I get into something that doesn't get talked about enough in the exit planning conversation: the heart behind the decision. Before the strategy, the valuation, and the deal terms, there's a person. And if that person hasn't done the inner work, no amount of preparation on paper will make a transition feel ri...

When Is the Right Time to Sell Your Business? (5 Signs It’s Time) 19.02.2026

Great leaders don’t get it right every time. They get better over time. In this episode, I tackle one of the most critical questions a founder will ever face, “When is the right time to sell?” I walk through five clear signs that test your timing, valuation, and mission alignment. Are you burned out or is the assignment complete? Has growth turned into maintenance mode? Are silent warning signs sh...

When Leaders Miss the Mark: How to Realign, Refocus & Lead Better 10.02.2026

Great leaders don’t get it right every time. They get better over time. In this episode, I explore how moments of misalignment can become powerful turning points, and why real leadership growth starts with refocusing your aim, not carrying shame. I reflect on the true meaning of “missing the mark,” a phrase rooted in the language of archery. Most leaders don’t wake up trying to make poor decisions...

Change Is Easy, Transitions Are Hard: How Leaders Navigate Business & Life Transitions 20.01.2026

Transitions take time and that’s where leadership is tested.  In this episode, I reflect openly on why navigating transition requires awareness, patience, and a willingness to lead people, not just processes. I share why change may look simple on the surface, but transitions affect identity, purpose, and trust beneath the surface. Drawing from proven transition frameworks and real leadership exper...

God's Will to Sell: How And When 02.12.2025

One of the biggest questions I hear from faith-driven business owners is simple but heavy: “Is it God’s will for me to sell?”  In this episode, I speak candidly about the truth behind that question and why the real issue is your heart, timing, and willingness to listen to God’s guidance. I walk through the three main paths of transition, selling outright, transferring to your team, or passing it d...

What’s Truly On Your Heart? A Birthday Wish With Purpose 25.11.2025

The most powerful moments with God come when we stop asking for what we want and start listening to what’s already in our hearts. In this episode, I open up about a deeply personal experience, a birthday prayer that turned into a life-changing reminder of what truly matters. While driving home on my birthday, I asked God for a simple wish. At first, I wanted a special word or a deeper sense of His...

Transition Well: Top 3 M&A Myths Business Owners Believe 11.11.2025

Transitioning a business is a test of faith, trust, and purpose.  In this episode, Duane Gentry, founder and managing partner of CD Gentry Associates, explores the heart and hope behind selling and buying businesses the right way. With over two decades of experience in buying, selling, and guiding companies, Duane shares powerful lessons about letting go, trusting God’s timing, and preparing your...

Authentic Leadership: Why It Matters More Than Ever 04.11.2025

True leadership starts from the heart, not the spotlight.  In this episode, I step away from the usual polish to talk about something deeper: authenticity. Authenticity begins with God. Before we can lead others, we must be real with Him laying down our burdens and trusting His plan. When I handed Him my worries about family, work, and faith, peace followed.   At home and in leadership, authentici...

Peace of God: 5 Reasons You’re Missing It & How To Find It 28.10.2025

How often do you feel like you’re missing the peace of God? In this episode of The Guidelight , Jason shares the five reasons we drift away from God’s peace and how we can overcome these stumbling blocks to draw closer to Him again. When pride, doubt, and fear take over, God is still there. Waiting for you in the silence, ready to show you His truth. The question is, are you truly seeking His king...

Authority and Faith: Leading Under God’s Direction 21.10.2025

As a leader, do you ever struggle with the authority that God has given you? In this episode of The Guidelight , Jason Trent explores what it truly means to walk in authority — its purpose, its power, and the frustrations that sometimes come with it. Inspired by a simple yet profound question from his daughter — “Why do we pray in Jesus’ name?” — Jason reflects on how Jesus’ authority covers us an...

When Is the Right Time to Sell Your Business? The Truth About Maximizing Value 14.10.2025

A brand is simply a promise, and a good brand is a promise kept. In this episode, Jason Trent shares a conversation with Kit Garren, Founder of IPM and tonsofrentals.com, about preparing your business for an exit and unlocking its full potential and value. As a brother in Christ, Kit shares insights on the time value of money, how business owners weigh risks and uncertainties, and the difference b...

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