In this millennium, educators are faced with a number of issues that Dr. Maria Montessori could not have predicted. Today, students are different from the children Dr. Montessori observed in her "Casa dei Bambini." They are influenced by technology in all its forms. Some suffer from medical problems such as complex food allergies, which wreak havoc on their bodies and brains. Others have authentic learning differences that can be difficult to understand and deal with. Nonetheless, Dr. Montessori's directive that teachers respond to the "internal needs of a life in process of development" remains clear. Despite changing times, Montessori teachers remain steadfast in their approach to meet the "universal needs of the soul." Even with external pressure to conform to the demands of competitive communities, Montessori education continues to produce resilient children who persevere despite obstacles. Robert Brooks, a professor at Harvard Medical School and a leading authority on self-esteem and resilience, posits 10 guideposts that form the foundation of a resilient mindset. This article discusses these 10 guideposts which mesh with Montessori's fundamental principles of education.