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The Guidelight

The Guidelight

Written by: Jason Trent
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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 company’s EBITDA is between $2 and $10 million, this is your space to gain perspective that goes far beyond the deal. Because your next chapter matters just as much as the one you’ve built.


🎧 Listen. Reflect. Lead with Light.

© 2026 The Guidelight
Christianity Ministry & Evangelism Spirituality
Episodes
  • Love That Remains: A Mother’s Legacy Through Generations
    May 5 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 steady encouragement expanded how I see life and possibility. I open up about my wife’s selfless, faithful love. It challenged, refined, and taught me what it truly means to lead, serve, and love well.

    This episode is about understanding legacy, influence, and the quiet power of faith lived out daily. The small, consistent acts of love are what shape families, strengthen leaders, and build something that outlasts us.

    If you’re building a life, a family, or a message that you want to carry beyond you, this conversation will remind you what truly matters.

    Take a moment, tune in, and reflect on the women who shaped your story. Then go live it out by honoring them.

    Jason Trent is the president of Highstreet Guidelight Insurance, founder of Guidelight Legacy Advisors, and host of The Guidelight Podcast. With over 25 years of experience in insurance and risk management, Jason is passionate about helping leaders build stronger businesses and enduring legacies. His mission is to merge faith, strategy, and innovation guiding teams to grow not just in profit, but in purpose. As a mentor and community advocate, he champions connection and clarity in an age of digital noise. Through his work and podcast, Jason inspires others to align their growth with values that truly matter.

    Connect with Jason Trent:

    Website: https://www.hsip.com/agency-directory/guidelight-insurance

    LinkedIn: https://www.linkedin.com/in/trent-jason/

    https://www.linkedin.com/company/guidelight-insurance/

    Instagram:

    X: https://www.linkedin.com/company/guidelight-insurance/

    Facebook: https://www.facebook.com/people/The-Guidelight/61575862355860/



    Stay Connected. Stay Inspired.
    Let’s build deeper, stronger relationships—one meaningful connection at a time.

    👉 Explore all things JTrent Connect:
    linktr.ee/JTrentConnect

    Show More Show Less
    24 mins
  • What Is Enough? Rethinking Wealth, Faith, and Generosity
    Apr 28 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 difference between a standard of living and a standard of giving, explains why the depth of our generosity is tied directly to its object, and points to finishlinepledge.com, a tool that helps you set a real financial finish line with God. I also share a story from my own farm that stopped me cold: a man with almost nothing who gave nearly everything away, and why it convicted me more than any sermon.

    Tune in to this episode of The Guidelight, grab a notebook, and let God into that conversation. It might be the most important financial decision you make this year.

    Jay Mink is the Director of Outreach at National Christian Foundation, Carolinas, where he helps business owners and families align their financial decisions with lasting impact. With over 20 years of leadership in marketing and growth strategy, Jay has worked closely with founders and advisors navigating complex transitions. He specializes in guiding clients through strategic giving approaches, including non-cash assets, that often intersect with business exits and M&A events. Known for building strong relationships across the Southeast, he brings a values-driven perspective to wealth, stewardship, and legacy planning.

    LI: https://www.linkedin.com/in/jason-mink/

    IG: https://www.instagram.com/lewis_askey/

    Jason Trent is the president of Highstreet Guidelight Insurance, founder of Guidelight Legacy Advisors, and host of The Guidelight Podcast. With over 25 years of experience in insurance and risk management, Jason is passionate about helping leaders build stronger businesses and enduring legacies. His mission is to merge faith, strategy, and innovation guiding teams to grow not just in profit, but in purpose. As a mentor and community advocate, he champions connection and clarity in an age of digital noise. Through his work and podcast, Jason inspires others to align their growth with values that truly matter.

    Connect with Jason Trent:

    Website: https://www.hsip.com/agency-directory/guidelight-insurance

    LinkedIn: https://www.linkedin.com/in/trent-jason/

    https://www.linkedin.com/company/guidelight-insurance/

    Instagram:

    X: https://www.linkedin.com/company/guidelight-insurance/

    Facebook: https://www.facebook.com/people/The-Guidelight/61575862355860/








    Stay Connected. Stay Inspired.
    Let’s build deeper, stronger relationships—one meaningful connection at a time.

    👉 Explore all things JTrent Connect:
    linktr.ee/JTrentConnect

    Show More Show Less
    35 mins
  • The Power of Being the One
    Apr 21 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.

    Alex’s story hit me harder than anything from the stage that day. A military veteran, covered in concrete and ready to quit his job, bumped into a stranger who chose to laugh with him instead of walking past him. That stranger became his business partner. Their company now spans multiple states. Ezekiel 22:30 says, “God searched for someone to stand in the gap and found no one.” That verse is not history. It’s a daily invitation to each one of us.

    Tune in to this episode of The GuideLight and let it remind you that surrendering even one moment of your agenda can change someone’s entire world including your own.

    Jason Trent is the president of Highstreet Guidelight Insurance, founder of Guidelight Legacy Advisors, and host of The Guidelight Podcast. With over 25 years of experience in insurance and risk management, Jason is passionate about helping leaders build stronger businesses and enduring legacies. His mission is to merge faith, strategy, and innovation guiding teams to grow not just in profit, but in purpose. As a mentor and community advocate, he champions connection and clarity in an age of digital noise. Through his work and podcast, Jason inspires others to align their growth with values that truly matter.

    Connect with Jason Trent:

    Website: https://www.hsip.com/agency-directory/guidelight-insurance

    LinkedIn: https://www.linkedin.com/in/trent-jason/

    https://www.linkedin.com/company/guidelight-insurance/

    Instagram:

    X: https://www.linkedin.com/company/guidelight-insurance/

    Facebook: https://www.facebook.com/people/The-Guidelight/61575862355860/








    Stay Connected. Stay Inspired.
    Let’s build deeper, stronger relationships—one meaningful connection at a time.

    👉 Explore all things JTrent Connect:
    linktr.ee/JTrentConnect

    Show More Show Less
    14 mins
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