As workforce demographics shift, employers are finding it difficult to design benefits that resonate across generations. That traditional PPO Boomers navigate like pros? It's meaningless to the 25-year-old who thinks primary care happens at urgent care. The 401k match that used to attract top talent? Gen Z would rather have a student loan repayment program and mental health apps. Meanwhile, millennials are juggling caring for aging parents, putting kids through school, and the creeping realization that retirement might be a myth (this one hits home!) From Baby Boomers to Gen Z, each cohort brings unique expectations, communication preferences, and varied needs when it comes to workplace support and well-being. Whether the goal is to recruit young talent or retain institutional knowledge, employers are on the hunt for benefits strategies that don’t discriminate based on employees’ birth year.