In this powerful episode, we sit down with a man who went to prison at a young age — but that wasn’t the end of his story. After getting out, he turned his life around, got his record erased, found faith, and became a Christian rapper using his story to inspire others. Now he’s working inside the juvenile justice system, helping young people avoid the same mistakes he once made.

This is what redemption looks like. This is what 2nd chances are all about.

🔥 Topics we cover:

• How prison changed his mindset

• The process of getting his record cleared

• Finding purpose through faith and music

• His mission in the juvenile justice department

• Why second chances matter

If you’ve ever felt like your past defined you — this episode will change that.

This convo with Will Winfield—aka Will is Blessed—was one of the most powerful episodes we’ve done.

We talked about everything from father wounds and forgiveness to calling, purpose, and what it really means to walk out your faith with boldness. Will’s journey proves that you don’t need a degree or platform to impact lives—you just need obedience.

What We Talked About:

• How he overcame rejection and identity struggles

• What forgiveness did for his life and calling

• Public speaking tips (especially if you’re scared to try)

• Knowing when God is telling you to move

• Checking your heart and staying humble as a leader

Why It Matters:

This episode is for anyone who’s been playing it safe. You’ve got a calling, and it’s time to shift gears and walk in it. As Will said, “If the enemy’s attacking you, it’s because you’re a threat.”

Let’s go.

This episode hit different. I got to sit down with my friend Tuan Nguyen—someone who’s been through it and came out stronger. From multiple stints in prison to leading people as a certified John Maxwell speaker and coach, his story is raw, real, and full of redemption.

What We Talked About

• His journey from addiction and incarceration to faith and freedom

• The trauma that shaped him—and how he’s healing through it

• What prison taught him about leadership, communication, and identity

• How he’s now empowering ex-offenders and entrepreneurs through coaching

• Why personal development is spiritual development

Why It Matters

Tuan’s story proves that you can lose everything and still build a life that honors God. If you’re stuck in the streets or struggling to believe you’re more than your past, this episode is for you. There’s purpose in your pain—and freedom on the other side of surrender.

Today I sit down with my friend Robert Walsh—18 years with Arlington PD, former undercover/homicide sergeant, and founder of NEX Metropolitan. Robert was the first person to invite me to share my testimony with students after I came home, and it changed my life. This one is honest, nuanced, and full of hope and accountability.

In this episode I sit down with my guy Bryan Burns—board member, brother, and friend—for a raw Q&A pulled straight from your emails. We get into turning points, imposter syndrome, building “Fresh Out,” and the real heart behind Second Chance Mentors. No fluff—just hope, truth, and what God can do with a messy past.

This one’s special. I sat down with Zachariah Rippey—comedian, podcaster, speaker, and most of all, a man whose life radically shifted when he encountered Jesus in a real way. From chasing laughs to chasing purpose, this is a raw conversation about transformation, calling, and stepping out in faith.

What We Talked About:

• His journey from stand-up comedy to full-time ministry

• How COVID shattered his career but sparked his faith

• The origin and impact of the “I Like Birds” podcast

• Grief, RV life, and discovering God’s plan

• His mission in Uganda and launching a powerful new book

• Humor, vulnerability, and truth as tools for evangelism

Why It Matters:

Zach’s story is a reminder that God’s purpose is often found in the unexpected. When doors close, others open—and they often lead us exactly where we’re supposed to be. If you’ve ever felt like your identity was tied to a title or talent, this episode is a must-listen.

If you’re feeling stuck or wondering what’s next, let this be your nudge: God can use everything for His glory.

This one is wild, y’all.

I got to sit down with Robert Borelli, a former member of the Gambino crime family, and let me tell you—his story is straight out of a movie. But it’s real. From running the streets of Brooklyn, living the mafia life, to crack addiction and multiple stints in prison… all the way to a radical encounter with Jesus that changed everything.

What We Talked About:

• Growing up in a mafia-run neighborhood

• His slow slide into organized crime

• The toll addiction took on his life and reputation

• Getting clean in Rikers and giving his life to Christ

• Starting over with a new identity—literally and spiritually

• How he now uses his story to lead others to Jesus

Why It Matters:

So many people think they’re too far gone. Robert is proof that no one is. No matter how dark your past, God can still give you a new name, a new heart, and a new mission.

If you’re stuck in a cycle or feel like there’s no way out, this episode is for you. You’re never too far for a comeback—and God’s not done with you yet.

Check out this conversation with Shawn and Jeffery and see how Jeffery has overcome years of struggles and failures and turned it for good. He now brings coaching and motivation to many others and has created what he considers the 5 keys to failure. Jeffrey believes all are called but few will answer. Listen in!