The author of this article discusses how personal and professional guideposts helped him to have a fulfilling life and a 40-plus-year career in university administration as a student affairs vice president, dean, and professor. With examples, he demonstrates how his guideposts for life and career--"Home," "Love," "Friends," "Work," "Openness to New Possibilities," and "Peace of Mind"--helped him to serve others, strengthen university communities, and positively transform the lives of young people.