Win Today: Your Roadmap to Wholeness

Latest Episodes:

433: The Art of Lament: Aubrey Sampson on Our Weird Pressure to Perform for God, and Why We Have Yet to Be Formed by Mystery in Loss Mar 26, 2025

Show notes

We live in a culture that demands constant performance, even in our spiritual lives. We're pressured to present a curated faith—one that hides our doubts, fears, and grief. But what if this relentless pursuit of a flawless facade is keeping us from experiencing the depth of God's presence?

This week, Aubrey Sampson joins Win Today to explore the transformative power of lament—a practice often overlooked but deeply rooted in biblical tradition. She reveals:

Why our obsession with performing for God leaves us spiritually empty
The lost art of lament and how it draws us closer to the Lord
The danger of avoiding grief and the mystery it holds for our formation
Practical steps to embrace lament as a pathway to genuine faith

For centuries, lament has been a sacred practice, allowing believers to express raw emotions and find solace in God's presence. Yet, today's fast-paced world encourages us to suppress these feelings, leading to a shallow faith experience. If you've ever felt the weight of unexpressed sorrow, struggled with the need to appear 'okay,' or wondered how to connect deeply with God amidst pain, this conversation is for you. Aubrey guides us back—not to a performative faith—but to an authentic journey where every emotion has a place before God.

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.

432: Are You Self-Sabotaging Your Growth? Dr. Curt Thompson Unpacks Anticipated Abandonment, Why You're Startled Lately, Rugged Flexibility, and How Attention Shapes Identity Mar 19, 2025

Show notes

What if the way you pay attention is shaping who you're becoming? What if your deepest fears of being abandoned—whether real or anticipated—are keeping you locked in patterns of anxiety, shame, and self-protection? Today, Dr. Curt Thompson joins us to unpack the profound ways our minds and relationships shape our formation. We're talking about anticipated abandonment, the neuroscience of attachment, and how to cultivate rugged flexibility in the face of life's uncertainties. Dr. Thompson, a psychiatrist and expert in interpersonal neurobiology, reveals how the way we focus our attention—consciously or not—rewires our brains and forms our identity. If you've ever felt stuck in relational wounds or struggled to trust God and others, this conversation is for you.

In this episode, we discuss:

Why anticipated abandonment keeps us stuck in fear and self-protection
The neuroscience behind shame and relational wounds
How rugged flexibility helps us navigate pain without losing hope
Why we become what we pay attention to—and how to shift our focus for transformation

This is a deep, thought-provoking conversation that will challenge how you see yourself, your relationships, and your faith.

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.

431: Jamie Winship on Lucky Charm, Life Coach Jesus and What Most People TOTALLY Miss in Discipleship Mar 12, 2025

Show notes

We live in a time where Christianity has been reduced to a formula for self-improvement. Faith is treated like a performance metric. And Jesus? For many, He's become little more than a life coach—a spiritual consultant who exists to make life better, not new. But that's not the real Jesus. That's an illusion.

This week, Jamie Winship returns to Win Today with a message that will shake your understanding of faith. He reveals:

Why most people unknowingly treat Jesus as a self-help guru—and how to break free
The hidden reason why many Christians stay stuck in fear, anxiety, and control
What it actually means to surrender—beyond just words
The cost of real maturity, and why many people never step into their true identity

For centuries, the Church understood that following Jesus required more than belief—it demanded transformation. But today, we've substituted depth for comfort. We tweak our lives, make small improvements, and wonder why we feel unfulfilled.

If you've ever felt stuck in faith, frustrated by your lack of transformation, or trapped in cycles of striving, this conversation is for you. Jamie isn't here to give you another spiritual hack. He's here to help you finally step into the life you were made for.

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.

430: John Eldredge on Healing Trauma the Right Way, Why Shallow Faith Fuels Divorce, and How AI Is Rewiring Your Brain Mar 05, 2025

Show notes

We live in an era where our attention is constantly hijacked. AI is replacing our ability to think deeply, faith is thinning out, and our addiction to instant information has left us drowning in noise but starving for wisdom. And in the midst of it all, trauma remains unhealed, relationships are fracturing, and many feel more disconnected from God than ever before. So, what's really happening beneath the surface? And how do we reclaim a faith that's deep, resilient, and transformative?

This week, John Eldredge joins Win Today with one of his most urgent messages yet. He reveals:

Why trauma won't heal through knowledge alone—and what actually works
The hidden connection between shallow Christianity and the rising divorce epidemic
How artificial intelligence is rewiring our brains and keeping us spiritually numb
The critical practice that will restore your ability to hear God's voice today

For centuries, the Church understood that deep transformation requires more than sermons and self-help tips—it demands practices that restore the soul, anchor the heart, and cultivate genuine encounters with God. But today, we've traded depth for distraction. We scroll endlessly, consume information without application, and wonder why we feel spiritually exhausted.

If you feel stuck in faith, weary from digital overload, or frustrated by an inability to truly heal, this conversation is for you. John is here to guide you back—not to more information, but to the kind of faith that actually changes your life. Listen now.

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.

429: Amanda Cook on Breaking Free from the Life You Never Wanted, Living Life on Life's Terms, and How Powerless People Think and Act Feb 26, 2025

Show notes

Do you ever feel stuck in a version of life you never signed up for? Do you find yourself grasping for control when things don't go according to plan? This week, award-winning artist and songwriter Amanda Cook joins us for an honest, soul-stirring conversation about:

Living life on life's terms (not your own)
How powerless people act and how to reclaim agency
Breaking free from the life you never wanted
What it really means to be in the pocket of your purpose

Amanda's journey—from growing up on a farm in Canada to becoming a leading voice in Christian music—has been one of deep personal transformation. In this episode, she shares how to navigate uncertainty, trust the process, and embrace the beauty of surrender.

Don't miss this conversation—it's one that just might change how you see your own story.

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.

428: Tim Ross Exposes the Fragility of 'Spiritual' Personas, Reveals True Healing Methods, Healing the Nervous System the Right Way, and How Curiosity Can Defeat Offense Feb 19, 2025

Show notes

At some point, almost everyone hits a wall in their faith. The emotional highs don't last, the formulas stop working, and the deeper questions won't stay buried. Midlife, in particular, isn't just about aging—it's about confronting what's real, what's broken, and what needs to change. And if we're not careful, we settle for a faith that looks polished on the outside but leaves us spiritually depleted on the inside.

That's why this conversation with Tim Ross is so crucial. Tim is known for his raw, unfiltered approach to faith and culture—challenging easy answers and pushing beyond surface-level spirituality. In this episode, we're diving deep into:

Why spiritual formation in midlife requires a different approach than in your 20s and 30s.
The right way to heal your nervous system—and why emotional and spiritual health are inseparable.
Why curiosity and offense cannot coexist—and how learning to sit with discomfort leads to real transformation.
The deceptive side of being 'spiritual'—why some of the most "mature" believers are actually the most fragile.

If you feel like your faith has stalled, if you're done chasing the next emotional high, or if you're wondering how to build true resilience in a culture addicted to outrage, this episode is for you.

Listen now and start rethinking what real spiritual growth looks like.

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.

427: Ian Morgan Cron Exposes the Hidden Anatomy of Addiction and the Illusion of Pain Relief Feb 12, 2025

Show notes

Are you unknowingly addicted to relief? The truth about addiction, emotional numbing, and why real healing requires more than just self-control. This week on Win Today, Ian Cron exposes the truth about addiction, pain, and why we're all hooked on something. Whether it's work, achievement, relationships, control, or substances, we all have our own ways of numbing discomfort. But here's the real question: Is relief keeping you from real change?

Are we all addicts? The hidden ways we self-medicate pain
Pain relief vs. transformation: Why numbing doesn't work
How the Twelve Steps can lead to lasting freedom—even if you're not an addict
Why addiction is a spiritual crisis—and how to find true healing

For over eight decades, the Twelve Steps have led millions out of addiction—not just from substances, but from self-sabotaging behaviors that keep us stuck. As someone who has walked the road of recovery firsthand, Ian knows that the real breakthrough isn't just in quitting bad habits—it's in having a spiritual awakening that radically reorients your life.

If you've ever felt like you're stuck in cycles of unhealthy coping, or if you long for real joy beyond self-help quick fixes, this episode is for you.

Listen now and take the first step toward real transformation.

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.

426: The Lie of the Alpha Male: Jason Wilson on Breaking Free from Emotional Incarceration and How Culture Distorts Masculinity Feb 05, 2025

Show notes

This week on Win Today, we're peeling back the layers of masculinity, identity, and emotional resilience with Jason Wilson. If you've ever felt trapped in cycles of emotional suppression, struggled with the pressure to be strong at all costs, or wrestled with the tension between vulnerability and leadership, this conversation is for you.

Jason is here to expose the myth of the alpha male and reveal why true strength isn't about dominance, but about wholeness. He'll challenge us to stop running from the battles that make us feel weak—and instead, step into them with courage.

Why emotional incarceration keeps so many men stuck
How culture distorts masculinity—and what real manhood looks like
Why avoiding pain makes us weak, and how to reclaim true resilience
The foundation of comprehensive manhood and how it leads to freedom

If you're tired of surface-level self-help and want real transformation, this episode will challenge you, stretch you, and equip you to pursue maturity in a way that lasts.

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.

425: [Formed.] How Worship Transforms Chaos: Jenn Johnson on Breaking Free from Self-Centered Spirituality, Toxic Positivity, and Anchoring in God's Nature for Lasting Wholeness Jan 29, 2025

Show notes

This week on Win Today, we're wrapping up the Formed series with Bethel Music's Jenn Johnson. Together, we're exploring the transformative power of worship during life's chaos. Jenn shares profound insights on breaking free from toxic positivity, anchoring ourselves in God's unchanging nature, and discovering how worship shapes our spiritual resilience and wholeness.

🎧 What You'll Learn:

How worship transforms life's chaos into growth.
The danger of toxic positivity and the power of wholehearted gratitude.
Why anchoring in God's nature leads to lasting wholeness and resilience.

If you feel overwhelmed or struggle to find hope in difficult seasons, this episode will equip you with the tools to experience God's presence and peace—even when life feels unsteady.

👉 Don't forget to subscribe, share, and leave a review if this episode encourages 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.

424: [Formed.] Finding God in Desolation: Pastor Loren Covarrubias on Spiritual Growth Jan 22, 2025

Show notes

This week, we're diving deep into the theme of spiritual maturity with someone who has profoundly shaped my life: Pastor Loren Covarrubias. Pastor Loren has been a mentor and guide to me since I was a young boy, making this conversation incredibly personal and meaningful.

In this episode, we explore:

Why people don't mature and the obstacles that hold them back.
How to develop spiritual perception to navigate life's complexities.
The dangers of mishandling the prophetic and its impact on spiritual growth.
Why seasons of desolation are often where the Lord does His greatest work in transforming our hearts.

If you've ever felt stuck in your faith or wondered how God works during life's most challenging seasons, this conversation will provide clarity, encouragement, and hope.

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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