Hey Generation Y! This is why you’re all so unhappy.

Say hi to Lucy.

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Lucy is part of Generation Y, the generation born between the late 1970s and the mid 1990s. She’s also part of a yuppie culture that makes up a large portion of Gen Y.

I have a term for yuppies in the Gen Y age group — I call them Gen Y Protagonists & Special Yuppies, or GYPSYs. A GYPSY is a unique brand of yuppie, one who thinks they are the main character of a very special story.

So Lucy’s enjoying her GYPSY life, and she’s very pleased to be Lucy. Only issue is this one thing:

Lucy’s kind of unhappy.

To get to the bottom of why, we need to define what makes someone happy or unhappy in the first place. It comes down to a simple formula:


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It’s pretty straightforward — when the reality of someone’s life is better than they had expected, they’re happy. When reality turns out to be worse than the expectations, they’re unhappy.

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To provide some context, let’s start by bringing Lucy’s parents into the discussion:

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Lucy’s parents were born in the ’50s — they’re Baby Boomers. They were raised by Lucy’s grandparents, members of the G.I. Generation, or “the Greatest Generation,” who grew up during the Great Depression and fought in World War II, and were most definitely not GYPSYs.


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Lucy’s Depression Era grandparents were obsessed with economic security and raised her parents to build practical, secure careers. They wanted her parents’ careers to have greener grass than their own, and Lucy’s parents were brought up to envision a prosperous and stable career for themselves. Something like this:

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They were taught that there was nothing stopping them from getting to that lush, green lawn of a career, but that they’d need to put in years of hard work to make it happen.

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After graduating from being insufferable hippies, Lucy’s parents embarked on their careers. As the ’70s, ’80s, and ’90s rolled along, the world entered a time of unprecedented economic prosperity. Lucy’s parents did even better than they expected to. This left them feeling gratified and optimistic.

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With a smoother, more positive life experience than that of their own parents, Lucy’s parents raised Lucy with a sense of optimism and unbounded possibility. And they weren’t alone. Baby Boomers all around the country and world told their Gen Y kids that they could be whatever they wanted to be, instilling the special protagonist identity deep within their psyches.

This left GYPSYs feeling tremendously hopeful about their careers, to the point where their parents’ goals of a green lawn of secure prosperity didn’t really do it for them. A GYPSY-worthy lawn has flowers.

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This leads to our first fact about GYPSYs:

GYPSYs Are Wildly Ambitious

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The GYPSY needs a lot more from a career than a nice green lawn of prosperity and security.  The fact is, a green lawn isn’t quite exceptional or unique enough for a GYPSY.  Where the Baby Boomers wanted to live The American Dream, GYPSYs want to live Their Own Personal Dream.

Read the rest of the article at Wait But Why here.

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