We all want to overcome, but too often, we curate our pain out of view—tidy it up, slap a spiritual platitude on top, and hope time heals what we never confronted. This week on Win Today, ESPN’s Lauren Sisler reveals what happened when her life fell apart at 18. She buried both of her parents just hours apart. And in the wake of that trauma, she didn’t get a “hall pass” from grief. She didn’t get a spiritual fast-forward button. She had to live every moment of it, raw and real. In this powerful conversation, we take on the lies of “rah-rah Christianity,” the armor of image management, and the emotional expense of avoidance. If you’ve ever wondered why God didn’t spare you from the pain… or why it still lingers even though you “moved on,” this episode will meet you where you really live.

Episode Links

• Show Notes
• Buy my NEW BOOK "Healing What You Can't Erase" here!
• Invite me to speak at your church or event.
• Connect with me @WINTODAYChris on Instagram, Facebook, Twitter, and YouTube.

There’s a kind of rest that is still ravenous, and comfort alone is costing your soul more than you think. This week on Win Today, Tim Timberlake joins me to name the central lie of our era: that convenience equals progress. God rarely fits into the narrative designed by self‑help culture, and grief is rarely the speed bump we’re told. When breakthrough is packaged and delivered, it disconnects you from the transformative power of pain. Tim unpacks why immediate comfort doesn’t heal—it anesthetizes. Why rushing through grief doesn’t preserve strength—it fractures your future. And why so many believers craft manufactured breakthroughs that collapse when real life tests them. If your fast-track faith feels flat…if comfort makes you morally weaker…or if you've chased progress more than presence, this episode confronts the real cost, and invites deeper formation.

Episode Links

• Show Notes
• Buy my NEW BOOK "Healing What You Can't Erase" here!
• Invite me to speak at your church or event.
• Connect with me @WINTODAYChris on Instagram, Facebook, Twitter, and YouTube.

There’s a humility you carry like baggage, and it’s slowly wearing you down. This week, Dr. Les Parrott and Judah Smith join me to dismantle the false humility that masquerades as godliness while laundering shame. Humility becomes self-hatred when vulnerability is avoided and spiritual high-mindedness is mistaken for healing. Layer on top the epidemic of spiritual bypassing—pretending everything is okay—and you get a reluctance to ever speak pain. We unpack why your job is not to heal publicly, how real accountability looks different than performance, and why refusing to stay in the box of pretense is the most subversive spiritual act you can commit. Whether you’ve preached from the platform or hidden behind faith walls, this episode cuts through your shame fortress and lights a path to emotional and spiritual freedom.

Episode Links

• Show Notes
• Buy my NEW BOOK "Healing What You Can't Erase" here!
• Invite me to speak at your church or event.
• Connect with me @WINTODAYChris on Instagram, Facebook, Twitter, and YouTube.

There’s a lie you’ve turned into identity—that you must perform vulnerability to earn belonging. This week, Toni Collier joins me to pull the veil off emotional infidelity hidden in silence, the orphan wounds we carry in isolation, and the spiritual manipulation we excuse as authenticity. She’s walked through heartbreaking betrayal, spiritual misuse, and the long deconstruction of self‑worth in ministry circles. And she has found that true vulnerability isn’t performative—it’s sacred, grounded, sacrificial, and healing.

In this episode, we dismantle the theology of emotional scarcity, expose spiritual control disguised as care, and confront the cost of emotional isolation. Toni challenges common assumptions: that therapy alone solves trauma, that forgiveness equals denial, that age or faith automatically heals wounds. This conversation calls you home to integrity, community, and emotional wholeness.

Episode Links

• Show Notes
• Buy my NEW BOOK "Healing What You Can't Erase" here!
• Invite me to speak at your church or event.
• Connect with me @WINTODAYChris on Instagram, Facebook, Twitter, and YouTube.

There’s an architecture to dysfunction. It starts with broken beliefs about who you are, and it becomes lifestyle chaos. This week, Ed Latimore joins me to dismantle that architecture from the inside out. A former heavyweight boxer turned Stoic philosopher, physicist, and master of emotional discipline, Ed knows what happens when discipline outruns self-awareness and toughness becomes armor, not healing.

We go deep on how distorted thinking drives destructive behavior; how emotional regulation isn’t about feeling control—it’s predictive science; and why optimism without realism becomes denial. This episode is a surgical blueprint for rethinking how you think, feel, and engage with life’s stress.

If you're tired of overthinking, overdoing, and still not seeing change, listen closely. Because transformation begins the moment you question what you're telling yourself about your own strength, your pain, and your beliefs.

Episode Links

• Show Notes
• Buy my NEW BOOK "Healing What You Can't Erase" here!
• Invite me to speak at your church or event.
• Connect with me @WINTODAYChris on Instagram, Facebook, Twitter, and YouTube.

This week, Jefferson Fisher—a trial lawyer turned communication expert—walks us through why the art of slowing down a conversation is more powerful than shouting louder. He unpacks the truth about overexplaining, reveals why emotional manipulation often hides in plain sight, and shows how minor shifts can resolve arguments faster than any volume ever could.

Jefferson also challenges the lie that talking proves knowledge. Instead, he shows why restraint builds trust, clarity, and real influence. If you’ve ever found yourself talking in circles, replaying conversations in your head, or trying to shout down someone else, this episode will give you the tools to stop reacting and start leading.

Episode Links

• Show Notes
• Buy my NEW BOOK "Healing What You Can't Erase" here!
• Invite me to speak at your church or event.
• Connect with me @WINTODAYChris on Instagram, Facebook, Twitter, and YouTube.

This week, we're concluding a special encore series with Jamie Winship, one of the most powerful voices we’ve ever featured. These conversations aren’t just interviews; they’re invitations. Each episode is a call to trade fear for peace, performance for identity, and isolation for union with the Lord. If you’ve been wrestling with pain, confusion, or the ache to live from truth instead of striving, don’t miss this mini-series. It’s time to unlearn the lies that keep you stuck and rediscover the wholeness you were made for.

July 16: Turning Chaos into Opportunity July 23: The Lie of Being Alone, Radical Individualism, and Why Pain is Good July 30: Why Separation Creates Suffering, the Necessary Practice of Self-Emptying, and a Right View of God

Then join me August 6 for a brand-new conversation with communication expert and viral voice of reason, Jefferson Fisher.

Episode Links

• Buy my NEW BOOK "Healing What You Can't Erase" here!
• Invite me to speak at your church or event.
• Connect with me @WINTODAYChris on Instagram, Facebook, Twitter, and YouTube.

We’re continuing a special encore series with Jamie Winship, one of the most powerful voices we’ve ever featured. These conversations aren’t just interviews; they’re invitations. Each episode is a call to trade fear for peace, performance for identity, and isolation for union with the Lord. If you’ve been wrestling with pain, confusion, or the ache to live from truth instead of striving, don’t miss this mini-series. It’s time to unlearn the lies that keep you stuck and rediscover the wholeness you were made for.

July 16: Turning Chaos into Opportunity July 23: The Lie of Being Alone, Radical Individualism, and Why Pain is Good July 30: Why Separation Creates Suffering, the Necessary Practice of Self-Emptying, and a Right View of God

Then join me on August 6 for a brand-new conversation with communication expert and viral voice of reason, Jefferson Fisher.

Episode Links

• Buy my NEW BOOK "Healing What You Can't Erase" here!
• Invite me to speak at your church or event.
• Connect with me @WINTODAYChris on Instagram, Facebook, Twitter, and YouTube.

For the next three weeks, we’re diving into a special encore series with Jamie Winship, one of the most powerful voices we’ve ever featured. These conversations aren’t just interviews; they’re invitations. Each episode is a call to trade fear for peace, performance for identity, and isolation for union with the Lord. If you’ve been wrestling with pain, confusion, or the ache to live from truth instead of striving, don’t miss this mini-series. It’s time to unlearn the lies that keep you stuck and rediscover the wholeness you were made for.

July 16: Turning Chaos into Opportunity July 23: The Lie of Being Alone, Radical Individualism, and Why Pain is Good July 30: Why Separation Creates Suffering, the Necessary Practice of Self-Emptying, and a Right View of God

Then join me on August 6 for a brand-new conversation with communication expert and viral voice of reason, Jefferson Fisher.

Episode Links

• Buy my NEW BOOK "Healing What You Can't Erase" here!
• Invite me to speak at your church or event.
• Connect with me @WINTODAYChris on Instagram, Facebook, Twitter, and YouTube.

You’ve been taught vulnerability is strength, but what if that’s half the truth—and it’s costing you more than you realize? This week, DawnCheré Wilkerson joins me to dismantle the hidden toll of isolation. She shares how walking through infertility, life’s furnace, and unsurfaced grief fractures the soul, and how secrets rob you of belonging before you even realize it.

DawnCheré exposes why vulnerability isn’t a spotlight; it’s a sanctuary that demands integrity. She unpacks the orphan spirit every believer must resist, warns against idolizing therapy as the endpoint, and offers a path forward: a refusal to run, safety in community, and the spiritual grit to stay alive. If you’re tired of pretending you’re fine…if your pain feels invisible…and if you’ve mistaken therapy for healing, this episode is your call to come home.

Episode Links

• Show Notes
• Buy my NEW BOOK "Healing What You Can't Erase" here!
• Invite me to speak at your church or event.
• Connect with me @WINTODAYChris on Instagram, Facebook, Twitter, and YouTube.