Catherine Ryczak interviews influential Winnipeggers, and asks them about their journey through their lifetime and careers, specifically focusing on life lessons they have learned. The podcast focuses on each individual’s stories of triumph, disappointment, failure, and the lessons they learned from these experiences.

The featured guests include broadcasters, physicians, entertainers and sports figures. The podcast series is intended to emphasize the fact that everyone, regardless of social status or fame, has times of success and struggle. The podcast is done in a candid story-telling style.

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