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The economic squeeze

First, let’s talk inflation. It’s relentless and unforgiving, with prices for groceries and other everyday items remaining high. For many younger workers, student loan debt is a significant burden on their cash flow. As of March 202, about 4 million borrowers were behind on their student loan payments, making a substantial increase in delinquency rates since the resumption of payments after the pandemic pause.

But economics isn’t the only factor behind the trend.

A cultural shift in how Americans perceive work also plays a significant role. Millennials and Gen Z, in particular, are more accepting of multiple income streams as a strategy for achieving financial independence and career flexibility.

For them, holding several jobs can be as much about autonomy, skills diversification and creating financial resilience as much as simple survival.

The pandemic accelerated this shift dramatically, normalizing remote and hybrid work arrangements. Digital platforms like Fiverr, Uber, and Upwork have made securing supplemental income opportunities easier than ever.

Now, educated professionals effortlessly toggle between primary jobs and side hustles, exploiting digital tools and remote work to maximize their earning potential.

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The dark side of moonlighting

Despite the benefits, working multiple comes at a cost. The harsh reality? Chronic stress, burnout and diminished work-life balance. Constantly juggling competing priorities, deadlines and employer expectations is an exhausting endeavor, placing workers at risk for mental and physical health issues.

Financially, the juggling act can also get messy. Multiple income streams complicate tax filing and financial planning, requiring careful tracking and strategic management. Without proper oversight, extra earnings could be swallowed by taxes and financial inefficiencies.

Then there's the lack of labor protections. Many side gigs don’t offer essential worker benefits such as health insurance, retirement contributions or paid leave, leaving educated workers exposed and vulnerable. If economic conditions worsen or personal crises arise, these workers could face rough financial setbacks.

Will the trend become permanent?

Experts increasingly believe that multi-job holding, especially among educated workers, is shifting from a temporary trend to the new norm. With ongoing economic volatility, student debt, inflation and changing workforce expectations, this pattern seems likely to stick around.

So, what does this mean for the future?

Employers may have to adapt quickly. To retain top talent, they'll need to offer more flexibility, competitive compensation and incentives that acknowledge their employees’ changing economic realities.

“Lifetime employment at a single job is largely a thing of the past,” entrepreneurship expert Caroline Castrillon recently wrote in a recent Forbes article examining the rise of non-linear career paths. “While some employers may frown upon non-linear careers, those attitudes are quickly changing.”

The bottom line is clear: Even a college degree no longer guarantees financial security. As educated Americans hustle harder than ever, the very structure of the workforce is transforming. Multi-job holding isn't just about extra pocket money anymore — it’s rapidly becoming essential for survival in today’s unpredictable economy.

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Chris Clark Freelance Contributor

Chris Clark is freelance contributor with MoneyWise, based in Kansas City, Mo. He has written for numerous publications and spent 18 years as a reporter and editor with The Associated Press.

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