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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.

Lucy’s parents did even better than they expected to. 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. 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. This leads to our first fact about GYPSYs: The GYPSY needs a lot more from a career than a nice green lawn of prosperity and security.

When reality turns out to be worse than the expectations, they’re unhappy.

To provide some context, let’s start by bringing Lucy’s parents into the discussion: Lucy’s parents were born in the 50s—they’re Baby Boomers.

Even right now, the GYPSYs reading this are thinking, “Good point…but I actually am one of the few special ones”—and this is the problem.

A second GYPSY delusion comes into play once the GYPSY enters the job market.

And her reality pales in comparison to those expectations, leaving her “reality – expectations” happy score coming out at a negative. On top of all this, GYPSYs have an extra problem that applies to their whole generation: Sure, some people from Lucy’s parents’ high school or college classes ended up more successful than her parents did.

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: 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.

While Lucy’s parents’ expectation was that many years of hard work would eventually lead to a great career, Lucy considers a great career an obvious given for someone as exceptional as she, and for her it’s just a matter of time and choosing which way to go.

Her pre-workforce expectations look something like this: Unfortunately, the funny thing about the world is that it turns out to not be that easy of a place, and the weird thing about careers is that they’re actually quite hard.

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