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The older we get, we believe the more we ought to have life figured out. But getting older means we have changing responsibilities, changing desires, and changing circumstances that open up new opportunities - new plot twists in the stories of our lives. When we have questions, needs, pressures, and restlessness, we just might surprise ourselves and the people around us with what comes in our next chapter. In this conversation we explore all the elements that should inspire us - or restrain us - from making that next big move in our lives. Rosanna confesses a growing desire for something new with her career and business; Jordan explores the balance between needing reliable consistency for others' sake and finding safe ways to branch out into the person he's still evolving into.