Win Today: Your Roadmap to Wholeness

Art of Leadership Network
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20 snips
Sep 3, 2025 • 1h 4min

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

Tim Timberlake, a pastor and author of 'The Bumpy Road to Better', tackles modern life's challenges through a faith lens. He argues that chasing convenience often costs us more than it gives, revealing how rushing through grief fractures our future. Timberlake emphasizes the importance of embracing discomfort for genuine transformation and discerning true blessings from mere comfort. He encourages listeners to confront pain, stand firm in their faith, and cultivate deeper connections with God, highlighting that breakthroughs must be authentic to withstand life's tests.
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6 snips
Aug 27, 2025 • 47min

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

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.
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Aug 20, 2025 • 1h 32min

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

Toni Collier, a dynamic speaker and author, shares her insights on emotional infidelity and the effects of spiritual manipulation. She bravely reveals her journey through trauma, emphasizing that true vulnerability is sacred and essential for healing. Toni challenges the misconceptions surrounding therapy, forgiveness, and the impact of societal pressures on our emotional health. Her conversation encourages embracing community support and authenticity, guiding listeners toward emotional wholeness and genuine connections.
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Aug 13, 2025 • 44min

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

Ed Latimore, a former heavyweight boxer turned Stoic philosopher and physicist, shares profound insights on emotional discipline and self-awareness. He dismantles the architecture of dysfunction, emphasizing how distorted beliefs lead to chaotic lifestyles. Ed explains the importance of confronting deep-seated issues for authentic healing. He discusses how scientific insights on emotions can enhance decision-making and the difference between toughness and true wholeness, advocating for vulnerability as a pathway to personal growth.
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Aug 6, 2025 • 1h 1min

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

Jefferson Fisher, a trial lawyer turned communication expert and author of The Next Conversation, shares invaluable insights on mastering conversations. He delves into the art of slowing down dialogue instead of raising your voice. Fisher reveals the pitfalls of overexplaining and highlights how to spot manipulation in discussions. He emphasizes that restraint fosters trust and clarity, and offers practical tools for leading conversations rather than reacting impulsively. The discussion also covers the impact of social media on communication dynamics.
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11 snips
Jul 30, 2025 • 1h 3min

SUMMER BREAK: Jamie Winship on Why Separation Creates Suffering, The Necessary Practice of Self-Emptying, and a Right View of God

Jamie Winship, a thought leader on spiritual formation, dives deep into why separation creates suffering and the transformative practice of self-emptying. He explores how a closed-hand mindset rooted in fear can restrict personal growth, advocating for an open-handed trust in divine providence instead. Winship discusses the necessity of viewing God positively, and how genuine relationships emerge from vulnerability and humility. His insights encourage a shift from isolation to meaningful connections, inspiring listeners to trade anxiety for peace.
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17 snips
Jul 23, 2025 • 1h 6min

SUMMER BREAK: Jamie Winship on Getting Unstuck, The Lie of Being Alone, Radical Individualism, and Why Pain is Good

Jamie Winship, an expert on identity and fear, shares profound insights on breaking free from isolation and embracing community. He discusses how radical individualism hampers growth and highlights the crucial role of pain in transformation. Listeners are encouraged to confront discomfort for genuine connection and renewal, challenging the self-centered cultural mindset. Winship empowers individuals to rediscover their true selves, emphasizing the importance of relationships in overcoming feelings of stagnation.
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39 snips
Jul 16, 2025 • 1h 7min

SUMMER BREAK: Jamie Winship on Turning Chaos into Opportunity in Every Area of Life

Jamie Winship, a renowned speaker and expert on identity and truth-telling, discusses the power of embracing chaos as a pathway to personal growth. He reveals how vulnerability and community can transform isolation into a collective strength. The conversation highlights the significance of trading fear for peace and how recognizing limitations can mitigate burnout. Winship encourages listeners to engage in self-emptying practices, fostering authenticity and deeper connections with both themselves and others.
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9 snips
Jul 9, 2025 • 1h 10min

449: YOU ARE NOT ENOUGH. Stop Hiding in Isolation. DawnCheré Wilkerson Opens Up About Walking the Furnace of Infertility, Emotional Regulation, Healing the Orphan Spirit, and the Vulnerability Lie No One Talks About

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.
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4 snips
Jul 2, 2025 • 60min

448: Stop Running from Your Life. Terry Crist Reveals Secrets That Fracture Your Soul, Healing the Orphan Spirit, and the Idolization of Therapy

You’ve been told therapy is the answer to everything. That if you just unpack hard enough, you’ll finally be free. But what if that’s not the full story? This week, Terry Crist joins me to challenge beliefs that cause deeper destruction. He’s seen how long-standing secrets fracture the soul, how the orphan spirit grows in Christian homes, and how many believers never outgrow wounded identity, even into legacy years. In this conversation, Terry decodes why running away from truth never works, how idolizing therapy can drain godly authority, and why healing is never finished, even if you’ve been in the room for decades. He brings the fight where healing meets holiness, and shows how to refuse lie-lay, stop hiding, and step into belonging. If you’ve ever carried a secret, felt disconnected in the Church, or believed your wounds had an expiry date, you need to hear this episode. 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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