Win Today: Your Roadmap to Wholeness

Are You Maturing or Just Getting Older? Fr. Ronald Rolheiser on the Necessary Wilderness, The Sting of Bitterness, and the Grief That Changes You.

Win Today: Your Roadmap to Wholeness

Show Notes

Something shifts in the middle of life that you were not warned about. The fervor you once had—the fire, the sense that God was close, and the faith was vivid—has gone flat. And the question underneath your silence, the one you are ashamed to admit, is not "What happened to my faith?" It is "What is wrong with me?" Nothing is wrong with you. But something is forming inside you, whether you know it or not. Whether it becomes maturity or bitterness depends on decisions you are probably not aware you are making right now. Father Ronald Rolheiser—Missionary Oblate priest, theologian, and author of Insane for the Light and Sacred Fire—returns for a third conversation that opens the map most of us are missing. He walks through the three phases of a maturing Christian life, explains why wilderness seasons are not a malfunction but a form of purification, and addresses why the grief you keep deferring is the precise bridge to everything the second half of life is supposed to be. Underneath all of it is the one question midlife forces everyone to answer: whether you are still operating out of the pleasure principle, asking what is in it for you, or whether you have begun the long work of moving from achievement to fruitfulness. If you are in the flat middle stretch of life, this conversation will name exactly where you are. What comes after the naming is up to you. The Lord is not asking you to feel more. He is asking you to be honest, to grieve faithfully, and to hold with both hands whatever commitments He has already placed in yours. Guest Bio Father Ronald Rolheiser is a Missionary Oblate priest, theologian, and the author of Insane for the Light and Sacred Fire—among nearly twenty books exploring what it means to mature in a life with God. His weekly column on spirituality reaches readers in more than seventy countries. This is his third conversation on Win Today. Show Partner SafeSleeve designs a phone case that blocks up to 99% of harmful EMF radiation—so I'm not carrying that kind of exposure next to my body all day. It's sleek, durable, and most importantly, lab-tested by third parties. The results aren't hidden—they're published right on their site. And that matters because many so-called EMF blockers on the market either don't work or can't prove they do. We protect our hearts and minds—why wouldn't we protect our bodies too? Head to safesleevecases.com and use the code WINTODAY10 for 10% off your order. Episode Links Show Notes Buy my 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.

More from Win Today: Your Roadmap to Wholeness

Oct 21, 2026

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Oct 14, 2026

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Oct 7, 2026

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Sep 30, 2026

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Sep 23, 2026

Jonathan Eckert has spent more than three decades watching what happens to people, young and old, when comfort becomes the organizing principle of a life, and in this conversation he draws the line most of us have blurred: the line between happiness that is circumstantial, self-focused, and fleeting, and the joy the Lord actually offers, which is not the absence of struggle but the very fuel that allows us to struggle well. We talk about the frictionless world we have engineered for ourselves and what it is quietly costing our capacity to be human, about why Scripture rarely lets joy stand apart from trial, and about what it means to count it all joy when we meet trials of various kinds, not because the trial is good, but because of what the Lord forms in us when we refuse to run from it.

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