Win Today: Your Roadmap to Wholeness

Latest Episodes:

459: Entitlement Isn't Faith. Gary Thomas Confronts the Lie of This Age, the Distraction of the Soul, and the Hidden Roots of Bitterness and Offense Oct 08, 2025

Show notes

We want God to come through, but on our terms. We demand ease, favor, instant breakthrough, and validation, and when those expectations aren't met, we call it a trial. But what if the real trial is our refusal to lay down our entitlement? This week on Win Today, bestselling author Gary Thomas pulls no punches. He exposes the modern lie that faith means personal fulfillment, that comfort means favor, and that hardship means failure. And he shows how distraction is more than a bad habit—it's a spiritual breakdown. Because when the soul loses its focus, bitterness, offense, and relational dysfunction are not far behind. If you've ever felt spiritually entitled, subtly bitter, or confused about why you're still offended by things you "moved past," this conversation is for you.

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.

458: You're Not Burned Out. You're Disconnected. Geoff & Cyd Holsclaw on Insecure Attachment, Emotional Integration, and Why Your Body Can't Heal What Your Soul Hasn't Felt Oct 01, 2025

Show notes

You think you're burned out, but what if you're actually just emotionally disconnected? What if your body is paying the price for unprocessed emotions you never gave yourself permission to feel? In today's episode of Win Today, married theologians and counselors Geoff and Cyd Holsclaw debunk the myths surrounding burnout, spiritual bypassing, and superficial healing. We're talking about what's really going on beneath the surface of emotional shutdown, how insecure attachment shows up in adult faith, and why your "soul senses" need to be reawakened if you want to actually experience wholeness. This isn't about self-help. This is about becoming whole—from the inside out. If you've ever been told to "just push through" or have spiritualized your pain away, this conversation is going to hit you like a defibrillator.

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.

457: When God Feels Silent. Evan Craft on The Hardest Questions We Rarely Ask (But Need To), Fighting Cynicism, Charlie Kirk's Death, The Necessity of Desperation in Faith, Serving the Lord in Anonymity, and What We Receive in the Dark Night of the Soul Sep 24, 2025

Show notes

What if the deepest work God does in us happens when no one sees? When we feel forgotten, disillusioned, or unsure if our faith is still intact? Most of us would rather skip the wilderness. But what if the desert isn't punishment—it's preparation? This week on Win Today, international recording artist Evan Craft joins us for a raw and honest conversation about faith in the silence, finding God in the dark night of the soul, and what it means to serve when no one applauds. Together, we confront the cynicism that creeps in when life feels unfair, the pressure to perform for spiritual approval, and the questions we rarely admit we're asking, especially when God doesn't move how we expected. If you've ever felt forgotten by God or frustrated with the silence, this episode is for you.

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.

456: When "Safe Spaces" Sabotage Growth. Katie Davis Majors on False Cliché Christianity, Preventing Bitterness in Your Heart, and When Empathy Hinders Transformation Sep 17, 2025

Show notes

We say we want transformation, but often we create environments that protect people from pain instead of preparing them for growth. In the process, we enable spiritual stagnation, emotional fragility, and shallow discipleship. This week on Win Today, Katie Davis Majors exposes the hidden dangers of well-meaning empathy, the false security of "safe spaces," and the clichés that erode authentic faith. In this conversation, we'll also tackle how to live faithfully in the tension between what God has promised and what we see right now. If you've ever found yourself numbing pain instead of processing it, or if you've settled for comfort instead of maturity, this conversation will challenge you to grow, even when it costs you.

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.

455: You Don't Get a Hall Pass from Pain. ESPN's Lauren Sisler Exposes "Rah-Rah" Christianity, Why Avoidance Costs Us More Than Facing Pain Head-On, and Curating Our Image as Armor Sep 10, 2025

Show notes

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.

454: Comfort Is KILLING You. Tim Timberlake on The Crisis of Convenience, Why God Doesn't Live Up to Our Expectations, The Problem with Rushing Through Grief, Why God Doesn't Live Up to Our Expectations, and Manufacturing Breakthrough Sep 03, 2025

Show notes

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.

453: You're Not Humble, You're Hiding. Dr. Les Parrott and Judah Smith Unpack How Humility Becomes Self-Hatred, The Nuclear Power of Spiritual Bypassing, and Why Your Job is Not to Heal Publicly Aug 27, 2025

Show notes

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.

452: STOP GASLIGHTING YOURSELF. Toni Collier on Emotional Infidelity, Spiritual Manipulation, and the Prison of Isolation Aug 20, 2025

Show notes

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.

451: What's Breaking You Isn't the Pain, It's the Pattern. Ed Latimore on Emotions, Distorted Thinking, and Toughness That Won't Heal You Aug 13, 2025

Show notes

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.

450: You're Talking Too Much. Jefferson Fisher on Ending Arguments, Spotting Manipulation, and Reclaiming Authority in Conversations Aug 06, 2025

Show notes

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.

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