The Guidelight
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.
The Guidelight
The Power of Being the One
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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/
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