In the days just before we started our ascent to Mount Kilimanjaro, I began to reflect on the young men and women that I was climbing to represent. They are the 14–17-year-olds who are aging nearing the point of aging out of orphanages, group homes and the foster care system without a high school diploma or a job skill.  I reflected on how my decision to climb, preparation, planning and then execution of the climb would illustrate a model for achieving their dreams. I often hear the youth represented above share their dreams, lofty dreams. But, these dreams will require them to make a decision, develop and execute a plan; but just as important they will need the help of mentors and supporters. Ascending to Your Dreams shares my journey from the decision to climb, with insights from my wife Alice.