Millennials and Gen Z are fundamentally reshaping workplace wellbeing expectations, placing greater emphasis on whole-person health that spans physical, mental, financial, and social dimensions. Millennials — now the largest workforce segment at approximately 36% of U.S. employees — report high levels of stress driven by student debt, rising costs, and geopolitical uncertainty, while Gen Z reports the highest levels of mental health concerns of any generation currently working. Both groups expect benefits to be accessible, tech-enabled, and available on demand, and are more likely than older generations to leave employers who fail to meet these needs. Forward-thinking organizations that align benefits strategies with these evolving expectations stand to gain higher productivity, lower absenteeism, and improved talent retention.