8 Financial Milestones Boomers Achieved That Feel Impossible for Millennials

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Once upon a time, the American Dream felt like a checklist: Buy a house in your 20s, work a stable job with a pension, pay off your mortgage before retirement, and ride off into the sunset debt-free. Boomers made it look easy. But for Millennials? That checklist reads more like a fantasy novel. The cost of living has skyrocketed, wages haven’t kept pace, and once-standard job perks — like pensions and affordable health care — are now rarities.

These financial milestones that were once the norm are now the exception.

1. Buying a House in Your 20s

A large two-story white house with a stone facade and American flag stands under a clear blue sky. A "For Sale" sign in the yard reads "Realty Corp 855-5600." Three people are conversing near the entrance.
S. Barth /ClassicStock/Getty Images
S. Barth /ClassicStock/Getty Images

The median home price in 1985 was a modest $84,300 ($159,000 when adjusted for inflation), while the median household income was $23,620. These days the median home price is $400,000 and the median household income is $74,600. In other words, when Boomers were in their 20s, their income was about 28% of what they’d need to buy a house outright, and now that number has dwindled to a bleak 18%.

2. Having an Employer-Paid Pension

Protesters gathered in a city street hold signs demanding enforcement of laws and protection of pensions. Police officers observe the scene. Signs read "CHAIRMAN TUROFF ENFORCE THE LAW OR RESIGN" and "SAVE OUR PENSIONS." The atmosphere is tense.
FPG/Archive Photos/Getty Images
FPG/Archive Photos/Getty Images

Very few jobs these days provide their employees with a pension. If you are lucky enough to have one, you’ve probably also got an army of people around you telling you to never quit such a lucrative job. While pensions were common and no big deal in the ’70s and ’80s, they’re among the most rare job perks nowadays.

3. Retiring at 60 or Earlier

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Photo Media/Classicstock/Getty Images
Photo Media/Classicstock/Getty Images

The days of getting hired at an auto manufacturing plant right out of school, putting in a solid 30 years of dedicated employment, and retiring before your first gray hair are long over. Social Security’s full retirement age these days is two months shy of 67 years old.

4. Paying Off Your Mortgage Before Retirement

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H. Armstrong Roberts/ClassicStock/Getty Images
H. Armstrong Roberts/ClassicStock/Getty Images

If you’re able to buy your house before you turn 40, there’s still hope you can leave your 30-year mortgage behind you when you retire. That once attainable milestone has become more of a hurdle in recent years.

5. Buying a New Car With Cash

A car dealership parking lot filled with various cars. The cars have windshields marked with "80's Are Here!" in yellow letters. The dealership building in the background reads "Thompson Cadillac - Olds." Trees are visible in the distance.
Barbara Alper/Getty Images
Barbara Alper/Getty Images

In the 1980s, you could get a decent, brand-new vehicle for less than $15,000, so it was feasible to save your pennies to pay cash for a new set of wheels. Today, you’ll spend closer to $50,000 for a brand-new vehicle. We’re willing to bet that most millennials don’t have that much dough in their savings account.

6. Affording College Without Crushing Debt

Four people sitting together in a classroom, engaged in a discussion with open books. They are smiling and appear focused. The background shows a brick wall and wooden cabinets. The scene suggests a study group or collaborative learning session.
ClassicStock/Getty Images
ClassicStock/Getty Images

The average annual tuition in 1980 was only $738, so most students could save up money from their jobs to pay for their own schooling. Today’s college students can expect to pay a little more than $11,000 a year for an in-state, public school; the average cost of a private college costs $43,505. Either option often leads them to seek alternative financing options like student loans — and the lovely interest that comes with them.

7. Living Debt-Free in Retirement

An elderly man and woman sit on lawn chairs under palm trees, engrossed in a road atlas. The man wears a light-colored shirt and hat, while the woman sports a floral blouse. They appear to be in a tropical setting, possibly planning a journey.
H. Armstrong Roberts/Classicstock/Getty Images
H. Armstrong Roberts/Classicstock/Getty Images

There was a time when, once you reached retirement age, you could coast through your golden years without a worry in the world, completely covered by your fixed income with no looming debts harshing your mellow. That time has passed.

8. Building Wealth Through Long-Term Stock Market Growth

Five people in an office setting, with cluttered desks filled with papers and telephones. Some are standing and others seated, engaged in various tasks. The room is dimly lit, creating a busy and focused atmosphere.
Barbara Alper/Getty Images
Barbara Alper/Getty Images

Boomers benefited from decades of strong market growth, affordable investments, and employer-sponsored stock options. Millennials face market volatility, student debt, and less disposable income to invest.

Author
Rachel Schneider

Rachel is a Michigan-based writer with a bachelor’s degree in Professional Writing and English. Throughout her career, she has dabbled in a variety of subject matter from finance and higher education to lifestyle pieces and food writing. She also enjoys writing stories based on social media trends. Find her on Instagram @rachel.schneider922