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Dollars & Sense: Rethinking the job market

Dollars & Sense: Why Work Feels Broken (WKMG-TV 2026)

From overqualified grads to delayed retirements, the job market in 2026 isn’t working the way it used to. Americans are rethinking work – not by choice – but because the career path they once envisioned is shifting.

And no generation is immune.

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New graduates are taking jobs they don’t want and don’t plan to keep. Mid-career workers are switching roles, changing industries, or survival stacking: juggling multiple income streams.

As for many older Americans – when they should be thinking about retirement, they’re instead still working and staying employed for as long as they can. And if you know a high school student looking for a job – Godspeed. For them it’s a game of musical chairs and they are often left standing when the music stops.

Today’s job market feels uncertain, unpredictable, and, for many, harder to navigate than at any time in recent history.

Why the disruption?

The short answer: there is no short answer. Our off-kilter job market isn’t the result of any one thing – it’s a convergence of multiple factors that date back years. The system hasn’t collapsed – it’s just no longer predictable. Society is changing faster than workers and employers can keep up.

  1. The economy has changed at a much quicker pace than career models

The traditional job system was built for stability: start a career, grow with a company, build benefits, and retire. Today’s economy, however, is more volatile (technology displacement, inflation, layoffs), more flexible (gig work, remote work), and more cost-conscious (companies are hiring leaner). The result: the structure people grew up with and were promised doesn’t match the real world job market anymore.

  1. Education and jobs are out of sync

For years, what did our parents say? ‘If you want to get ahead, you’re going to need a college degree.’ So, what happened – people went out and got college degrees. EVERYONE went out and got a college degree (exaggerated, but you get the point). Now, more Americans hold college degrees than ever before, but there aren’t enough “right-fit” jobs to match them. Many roles still require an advanced education, but that education or training may no longer be necessary. The result: overqualification, underemployment, and job frustration before you even start the race.

  1. Employers changed the rules – then changed them again

The pandemic reshaped how – and where – we work. It severely disrupted our daily routines as most of us were forced to work remotely. During those years, remote work surged as companies realized employees didn’t need to be in one place. Connectivity gave us efficiency and flexibility. And it worked… for a while. Once the crisis subsided, companies began to pull back. The surge in hiring was followed by a surge in layoffs. The result: workers don’t trust the system because the system keeps moving the goalposts.

  1. Workers’ expectations have shifted

COVID-19 didn’t just change the workplace – it fundamentally changed people’s perspective on life. For several years, workers were able to recognize the importance of a healthy work-life balance. The rise of social media led to a higher scrutiny of and tolerance for toxic workplaces. And that surge in hiring triggered an abandonment of loyalty to employers. The result: more quitting, more job hopping, and more willingness to walk away.

  1. Demographics are reshaping the workforce

Earlier I mentioned all of this had been years in the making – here’s one of the main reasons: Baby Boomers are delaying retirement (and they’re not moving out of their homes either). Fewer workers are entering some fields. And because Boomers won’t budge, they’re creating a generational bottleneck severely disrupting the workplace. The result: that bottleneck means fewer openings at the top – tougher entry at the bottom

  1. Government actions have thrown companies for a loop

In the past year, two actions by the U.S. government have presented companies with unique challenges: a crackdown on immigration and recently introduced tariffs for manufacturers. Slow job growth has been an albatross around the neck of the economy for quite some time. And the recent Iraq War – well that hasn’t done the economy any favors at all (unless you’re in the oil exporting business).The result: the overall economy has added to the uncertainty of an already fragile job market.

  1. Technology (especially AI) is adding uncertainty

Then there’s the elephant in the room: artificial intelligence. Jobs are evolving or disappearing. Companies are laying off and ceding control of some roles to artificial intelligence. New roles are emerging, but unevenly and in very specialized areas. Workers simply are unsure of what skills will last and what skills they should invest in. The result: anxiety has settled in about long-term career stability.

Careers are no longer linear

Americans are adjusting – but the playbook they were given no longer applies.

For consumers, that means the decisions around work are getting more complicated. Staying in a job may feel safer, but switching could offer better pay or opportunity. More choices, more uncertainty: starting something on the side may create flexibility, but it also adds risk. There’s no single “right” move anymore simply because the path to a stable career isn’t as clear as it once was.

What used to be a relatively straightforward formula – go to school, get a job, build a career, retire – has been replaced by something far less certain. Stability doesn’t always come from one employer. And long-term planning has become more difficult in a system that continues to shift in real time.

That uncertainty is forcing workers to think differently.

Today, it’s not just about where you work – it’s also about how you work. What skills will you build? How many income streams do you need to rely on? And how much risk are you willing to take on in exchange for opportunity or flexibility.

In many ways, the modern workforce is becoming more adaptable – but also more fragile. And navigating that balance? That’s quickly becoming the job itself.


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