I sat down with Dave Ramsey at his headquarters in Nashville for one of the most personal and inspiring conversations I've had on this show.

Dave opened up about losing everything in his 20s, filing for bankruptcy as a young husband and father, and how that painful chapter became the foundation for the empire he built today. We talked about what it means to be a real leader, how faith guided him through failure, and the difference between being a boss and being a servant leader.

He shared what those years taught him about marriage, fatherhood, and humility, and how his faith continues to shape every decision he makes at Ramsey Solutions. We also talked about cancel culture, courage, and why he believes silence is never the answer.

This episode is about perseverance, redemption, and the kind of wisdom that only comes from walking through the fire and choosing to serve others on the other side.

BTS on Patreon: http://bit.ly/4nLmOSk

The Sage Steele Show is a weekly podcast hosted by former ESPN anchor Sage Steele. Each week, Sage sits down with entertainers, athletes, business people, and politicians to have deep dive personal one on one discussions that enlighten, entertain, and engage. There's a whole big world out there that's not just sports, and Sage wants to talk about all of it.

Follow Sage:

https://www.sagesteele.com

https://x.com/sagesteele

https://www.instagram.com/sagesteele

https://www.tiktok.com/@officialsagesteele

https://rumble.com/c/SageSteeleProductions

Bear Handlon has lived a life of service, from the battlefield to the boardroom. The former U.S. Navy SEAL and CEO of Born Primitive joined me for a conversation about purpose, leadership, and what it means to truly give back. Bear shared the story behind his company's partnership with Black Rifle Coffee to raise $25 million to pay off veteran medical debt. He talked about the people this effort has already changed, from veterans to Gold Star families, and what it feels like to make that kind of impact. We also talked about his transition from military life to business, the lessons he has learned about sacrifice and integrity, and how fatherhood has given him a new perspective on success. This episode is a reminder that gratitude means more when it comes with responsibility, and that one person can make a difference when their heart is in the right place. Join the mission to help pay off $25 million in Veterans' medical bills. Support through: blackriflecoffee.com bornprimitive.com BTS on Patreon: http://bit.ly/4nLmOSk The Sage Steele Show is a weekly podcast hosted by former ESPN anchor Sage Steele. Each week, Sage sits down with entertainers, athletes, business people, and politicians to have deep dive personal one on one discussions that enlighten, entertain, and engage. There's a whole big world out there that's not just sports, and Sage wants to talk about all of it. #sagesteelepodcast #sagesteele #podcast Subscribe to the Channel for more Podcasts like this! Listen to the Show on all Podcast Apps "The Sage Steele Show" https://podcasts.apple.com/us/podcast/the-sage-steele-show/id1737682826 Follow Sage: https://www.sagesteele.com https://x.com/sagesteele https://www.instagram.com/sagesteele https://www.tiktok.com/@officialsagesteele https://rumble.com/c/SageSteeleProductions

Learn more about your ad choices. Visit megaphone.fm/adchoices

Will Cain has made a career out of saying what he really thinks, and this conversation was no different.

We talked about faith, family, and the power of conviction in a world that constantly demands you choose a side. Will shared how growing up in Texas shaped his worldview, what he learned from leaving ESPN for Fox News, and why he believes truth and empathy can still coexist in today's media landscape.

We also discussed marriage, fatherhood, and the importance of raising boys who are strong, kind, and grounded. Will opened up about the pressure that comes with public life, how he handles criticism, and what it means to lead with both humility and courage.

This was real and unfiltered, an honest look at what it means to hold onto your values when the spotlight never turns off.

BTS on Patreon:

http://bit.ly/4nLmOSk

Chapters:

0:00 Intro

4:04 Life as a Cowboy in Montana

12:19 The Sudden Passing of Will Cain's Father

16:04 Mental Health

18:52 Will Cain's Upbringing

23:44 Will Cain's Early Days on TV

28:55 Will Cain Was in the Quinceañera Business?

33:28 Will Cain's TV Pilot

35:44 First Time on TV

42:11 When Sage Met Will Cain at ESPN

49:18 Skip Bayless Story

51:56 Lessons Learned at ESPN

54:01 Will Cain's Time at CNN

1:02:03 When ESPN "Turned"

1:11:55 Charlie Kirk

1:14:13 Hope for ESPN?

1:19:03 Second Attempt at a "Lip Pillow"

1:23:20 Fox & Friends

1:26:28 Hawaii

1:33:01 Relationship with Pete Hegseth

1:35:24 Is Fox News Propaganda?

1:38:12 Moving Back to Texas

Learn more about your ad choices. Visit megaphone.fm/adchoices