Over the past few decades, the economic landscape has shifted dramatically, creating a widening gap in purchasing power between generations. What seemed like everyday milestones for Baby Boomers—owning a home, paying for college, or taking regular vacations—now feel out of reach for many Millennials. Soaring housing prices, student debt, and stagnant wages have fundamentally altered what’s possible for young adults today. This article explores fifteen things Boomers could once afford with relative ease, but that Millennials can now only dream of. Let’s take a closer look at these generational differences.