Okay, so here's a question that sounds simple until it isn't: why is prayer so hard? Not hard like "I need a better technique" hard — hard like something has gone structurally wrong with the way we even think about it. Wes Ellis, practical theologian, pastor, and author of Abiding in Amen: Prayer in a Secular Age, joins Tripp to diagnose what's actually going on — and it turns out the problem isn't your prayer life, it's the framework you've been handed. In a world shaped by achievement culture, algorithmic distraction, and the modern obsession with controlling outcomes, prayer has been quietly turned into a self-optimization project, something you master, measure, and feel guilty about not doing enough of — and Wes wants to blow that whole thing up. Drawing on Charles Taylor, Hartmut Rosa, Henri Nouwen, and yes, the Big Lebowski, Wes makes the case that prayer is not something you do toward God but something God initiates toward you — and our job is less about clamoring upward and more about learning to abide, to wait, to say amen and actually mean it: let it be so. If the inner room Jesus talked about is being colonized by data extraction and constant evaluation, this conversation is a genuinely counter-cultural act. Come sit in the wasted space for a while.

You can WATCH the conversation on YouTube

Dr. Wes Ellis is a practical theologian who actually practices — meaning he doesn't just write about congregational ministry from a distance, he does it, currently serving as a pastor while holding down serious academic theological work at the same time. He's the author of Abiding in Amen: Prayer in a Secular Age and a previous book on youth ministry that develops a theological anthropology beyond the developmental lens .

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The Reason Prayer Feels Impossible (And It's Not Your Fault) w/ Wes Ellis