Courageous Crossroads

From Chaos to Calling: Mason Sherwood on Real Courage


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Mason Sherwood is a 22-year-old entrepreneur from Urbandale, Iowa, a former multi-sport athlete (wrestling, football, and soccer) who now runs a door-to-door sales business focused on fiber internet while building a life with his wife, Hannah, whom he married in August. In this episode, Mason sits down with his father-in-law, Jeffrey, for an honest conversation about courage, where he defines it as stepping outside your comfort zone, challenging your own thinking, and choosing the right path even when it’s hard. He shares how his view of courage was shaped not only by everyday discipline and high-pressure work, but most deeply by a
dramatic personal transformation: walking away from a destructive season of drugs, false identity, and self-reliance and learning to trust Jesus with his life. Along the way, Mason reflects on confidence versus courage, the role of faith in real change, and why he believes courage is rare today, ultimately encouraging listeners to pursue Jesus, trust God in uncertainty, and get comfortable being uncomfortable if they want their lives to truly change.

Thank you for listening! We hope you feel inspired and encouraged by our conversation today. If you did, be sure to share this episode with others.

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See you in the next episode! Be blessed!

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Courageous CrossroadsBy Jeff Johnson