The purpose of this study was to examine relationships among high school band festival ratings and director gender as well as school locale, school size, student socioeconomic status (SES), student race, repertoire difficulty, and ensemble name. Data included overall ratings of bands ( N = 257) that performed at District Concert Assessments held across the state of Virginia during 2019 as well as demographic information from the National Center for Education Statistics. Statistical analysis of a subset of these performances ( n = 151) revealed a statistically significant association between ratings and director gender, with male-directed ensembles more likely to receive a “I” rating than female-directed ensembles. However, hierarchical logistic regression revealed that repertoire difficulty and ensemble name were the best predictors of whether an ensemble would receive a “I” rating. Implications include the need to examine why female band directors may choose less difficult repertoire than male directors and to explore strategies for making the secondary band teaching profession more equitable and inclusive.