This study draws upon a sociocultural stress and coping perspective to examine generational demands in midlife families. It examines both the predictors and family-related circumstances that contribute to perceptions of greater demand, with a focus on gendered and ethnocultural dimensions. Using mixed-methods, data are based on a sample of 236 parents collected in 2006/2007 from four cultural groups: British-, Chinese-, Southern European-, and South Asian Canadian. Key findings reveal that caregiving experiences remain highly gendered and are mediated by ethnocultural background and other work/family contextual characteristics. Recommendations for those who work directly with culturally diverse "sandwiched" generation families are highlighted.