What if your most important conversations about your finance, family, and legacy are waiting for you? One conversation can change everything. Join Austin Cheviron in Winning Twice.

Latest Episodes

S1 EP9 Ken Hirschman - The Seasons of Success: Sacrifice, Growth, and Best Life

In this episode of Winning Twice, Austin sits down with real estate entrepreneur Ken Hirschman for an honest conversation about growth, leadership, sacrifice, and what...

S1 EP8 The Run-Rest Calendar: Work Less, Win More

In this solo episode of Winning Twice, Austin breaks down the simple but powerful system that transformed his life and business: the Run-Rest Calendar. After decades s...

S1 EP7 Jairek Robbins - Winning Without Burning Out: Rethinking Work, Life, and Success

In this powerful episode of Winning Twice, Austin sits down with Jairek Robbins for a wide-ranging conversation on what it really takes to build a life that works—inte...

S1 EP6 Bob Fisher - Stop Playing Small: How to Build a Life That Wins Twice

In this episode of the Winning Twice Podcast, Austin Cheviron sits down with Bob Fisher to unpack a decade-long journey of growth, discipline, and transformation—from ...

S1 EP5 Bernard Shamow - Build It Right or Don’t Build It

In this episode of the Winning Twice Podcast, Austin Cheviron sits down with Bernard Shamow to unpack what it really takes to build something meaningful from the groun...

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