This paper describes a 2016 pilot study undertaken in Uganda to document the real repetition rate in Primary 1 classes and to examine the relationship between repetition in Primary 1 and attendance in pre-primary education. The study explored knowledge and practice about the age of entry for children into pre-primary education and Primary 1. It also documented parents’ knowledge and expectations about participation in pre-primary education. The study was conducted in two purposefully selected districts in Uganda (a “high-risk” district—with higher rates of poverty and reported repetition—and a “low-risk” district—with lower rates of poverty and reported repetition) by RTI International, with support from the Development Research and Social Policy Analysis Center, a Ugandan data collection firm. In addition to answering research questions about early primary repetition and pre-primary attendance, the pilot aimed to test a methodology of triangulating information from the Education Management Information System, school records, and parents’ reports. The study confirmed that it is possible to compare data from teacher and classroom records with data from parent and teacher interviews; parents or caregivers were invited to come to school for an interview, and a large percentage did. The study also showed that according to teachers and parents, repetition rates in Primary 1 are much higher than perceived by the system. Repetition rates in Primary 1, as perceived by parents and teachers, are quite high—roughly 30% to 40%, depending on source and location. In addition, parents reported that early entry into Primary 1 (and the possible resulting repetition) is being used as a substitute for pre-primary education due to the lack of preprimary schooling options. Some parents send their children to school at an early age because they cannot afford pre-primary schooling, even though they realize the child might have to repeat the year or will learn less the first time through Primary 1. For children who attended pre-primary, the data demonstrate a strong “protective” effect on their chances of repeating Primary 1 (i.e., the children who attended pre-primary were less likely to repeat in Primary 1). Gender was not found to affect these issues to any significant degree.