It was from age 27 to 46 that John’s career progressed rapidly holding the position of Chief Executive in various Insurance companies. With each progression in his career, he widened his skills and demonstrated the ability to turn weaknesses into strengths and to create practical positive outcomes through inspirational leadership and encouraging those around him to grow. These were all skills that he was able to apply in later life in becoming a practicing Shaman in line with his growth in spiritual awareness. His personal life over that period was driven by a long term love affair which, on and off, covered a decade. John learned many lessons during and after the affair that permanently changed his attitude regarding future personal relationships. This chapter recounts many other experiences and lessons that John learned that he carried forward into later years and which prepared him for his future spiritual growth.