EPISODE · Jul 7, 2026 · 28 MIN
For The Win Part 2: The Gift of Failure
from Experiencing Healthcare Podcast · host Matt Staub, Jamie Preston
What if failure isn't the opposite of winning — but the gift that makes it possible? In Part 2 of this two-part conversation, Your Health CEO Matt Staub opens up about the present he gave himself at 40: permission to fail. Then he shows what that looks like when life tests it — walking Jamie through a 2025 that brought prostate cancer, his daughter's surgery, the loss of his father, and professional hardship, and the quiet strength it takes to look back and say, "That was a good try. I'm still here. I'm hard to beat." In this episode, you'll hear: How Matt reframes a loss into a "fall forward" — and the simple habit he uses to do it The agonizing leadership question of when to let someone you care about fail Why accountability, done right, is one of the best gifts you can give a friend The danger of only celebrating big wins — and how complacency quietly creeps in Why the only voice that truly matters is the one inside your own head If you missed Part 1, start there for the full arc. Then settle in here for the deeper, more personal half — and walk away with a new relationship to the losses in your own life.
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What this episode covers
In Part 2 of this conversation, Your Health CEO Matt Staub gets candid about the "gift of failure" he gave himself at 40, and how he carried it through a brutal 2025 of prostate cancer, his father's death, and professional upheaval to a place of "that was a good try — I'm still here." He and Jamie wrestle with the hardest questions of leadership: when to let the people you love lose, how to convert defeat into fuel, and why — when there's no scoreboard — the only voice that ultimately matters is your own.
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For The Win Part 2: The Gift of Failure
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