This document outlines the organizational structure, vision, values, culture, behaviors, leadership style, team functions, and contrasts/themes of success and ineffectiveness for two different healthcare organizations - a large healthcare group and a specialty lines insurance company. The healthcare group's vision is to be a national healthcare leader by 2020. It focuses on patient care, education, and leading through change. Leadership styles include coalitional, transformational, and servant leadership. The insurance company's vision is to offer sustainable, applicable risk coverage. Its focus is on agents, growth, and policy retention. Leadership style includes transactional flexibility. Both organizations emphasize collaboration, problem solving, and transparency.