Last summer, I worked tirelessly to save a school from despair after the school leader made countless mistakes while summer planning. Contrary to popular belief, the summer is an extremely busy time of year for school leaders. If there are an inordinate number of staff vacancies or a major construction project is occurring at the school, the summer may be the busiest time of year for school leaders. When school leaders fail to appropriately execute summer planning activities, they create a “planning hole” that may adversely impact their ability to lead for the entire year. Below is a list of common mistakes leaders make when planning during the summer.