How does one best integrate faith, personal purpose, career, and willingness to take risks for God's kingdom? This highly personal memoir explores these powerful, spiritual themes through engaging storytelling drawing upon a deep well, the author's own 30 years in the business trenches. Reaching back to his roots, the story begins with reflections on growing up the son of a lay minister and working in the family landscaping business -- both of which considerably shaped the author's subsequent life choices, including him become a serial entrepreneur. Through a series of progressively risky moves, the author take the reader on a journey of wrestling with some of life's most profound questions: "How does one discover God's calling and then implement it?" "How is faith expressed through taking measured risks?" "What happens when we fail?" With self-deprecating humor and unflinching transparency, the author shares over three dozen personal tales that illustrate soul-provoking reflections on overcoming failure, building meaningful personal and professional relationships, passionately pursuing purpose, and aligning one's life story with God's far bigger story.