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Veteran Journalist Believes American Cities Are Entering a Make-or-Break Era

Hayley Chowdhry by Hayley Chowdhry
June 10, 2026
in Financial
A A
Veteran Journalist Believes American Cities Are Entering a Make-or-Break Era

Veteran Journalist Believes American Cities Are Entering a Make-or-Break Era

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Dennis Kneale has spent decades studying ambition.

From Wall Street boardrooms to television studios, he has interviewed powerful executives, billionaire founders, media giants, and political figures while watching America’s economic culture evolve in real time.

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Now, through his latest book Oregoners: How One State Chased Away Businesses and People, Dennis is sounding the alarm about something much bigger than Oregon.

He believes many American cities are drifting toward decline because they have forgotten how important business growth, entrepreneurship, and public safety really are.

And according to Dennis, the warning signs are already impossible to ignore. Thousands

Why Dennis Thinks Businesses Are Moving Away

For entrepreneurs considering expansion or relocation, Dennis keeps his advice simple.

“Go where you will be prized and loved and welcomed,” he says.

In his view, one of the biggest differences between thriving cities and struggling ones comes down to attitude.

Some local governments make it easy for businesses to grow. Others create environments filled with regulations, rising taxes, endless bureaucracy, and hostility toward private enterprise.

Dennis argues that too many political leaders now focus on resentment instead of opportunity.

“Taxes, or rather the lack of them, should be one of your first considerations,” he says.

That mindset plays a major role in Oregoners, where Dennis explores why people and businesses are leaving the state and its largest cities in search of better conditions elsewhere.

Oregon Changed Dennis’s Perspective

When Dennis first started researching the book, he admits he had already formed strong opinions about Oregon’s political climate.

Initially, he believed the state had moved so far left that recovery might no longer be possible.

But something unexpected happened during the reporting process.

The more conversations he had with local residents, business owners, and community members, the more hopeful he became.

Even longtime liberals, Dennis says, appeared frustrated with policies they felt had failed their cities over the past several years.

“The people in Oregon are tired,” he explains.

According to Dennis, that frustration may eventually reshape the state politically in ways few people expected.

He even believes Oregon could elect its first Republican governor in more than four decades, thereby sending a stark warning to the Democratic Party in other states.

For him, that possibility represents something larger than party politics.

It signals a cultural shift.

Downtown America Has a Serious Problem

One of Dennis’s biggest concerns centers around the future of downtown districts across the country.

He believes remote work permanently accelerated changes that were already beginning before the pandemic.

Now, many urban centers are struggling to bring workers, businesses, and energy back into city cores.

Portland became one of the clearest examples in his research.

Dennis points to vacancy rates downtown that climbed above 30 percent, creating major economic pressure for local businesses and property owners.

A full recovery could take a few decades based on average annual real estate leasing activity, unless leaders move aggressively.

“It will take 20 to 30 years to fill back up,” he says.

But Dennis believes cities still have a path forward if they become more creative and more business-friendly.

That includes tax incentives, public-private partnerships, affordable housing development, mixed residential and office spaces, and reducing regulations that discourage investment.

Public safety also remains critical in his view.

Dennis argues that cities cannot rebuild thriving downtown economies if people no longer feel comfortable living, shopping, or working there.

The Career Moments That Defined Him

Long before writing Oregoners, Dennis built a reputation as one of America’s most recognizable business journalists.

But some of the moments that shaped him most happened early in his career.

One story involved a young woman who had been violently assaulted and left for dead on a beach in Fort Lauderdale.

The woman suffered severe amnesia and spent months unidentified in a mental hospital.

Dennis’s reporting eventually reunited her with her family.

The story received national attention and earned a Pulitzer Prize nomination, ultimately helping launch his career at The Wall Street Journal.

For Dennis, it was an early lesson that journalism can directly change lives.

Years later, at The Wall Street Journal, he helped lead coverage of breakthrough AIDS treatments that won a Pulitzer Prize.

At Forbes, another experience became unexpectedly memorable for completely different reasons.

During a television experiment for NBC’s Today show, Dennis attempted to go one week without using a cellphone.

He lasted only 40 hours before tearing up on national television.

For him, the moment reinforced the importance of authenticity.

“Show thyself,” he says.

Then came one of the boldest predictions of his television career.

While anchoring a CNBC program during the depths of the financial crisis in 2009, Dennis was one of the first commentators to argue publicly in June that year that the Great Recession had effectively reached its bottom even while many experts predicted further collapse.

A year later, the National Bureau of Economic Research ruled that, indeed, the recession had ended in June 2009.

“Hope is a decision,” Dennis says, especially when the markets are tumbling.

The lesson he carried forward was simple: think independently and trust your research.

Reinvention After Setbacks

One of the hardest moments for Dennis arrived in 2014 when he was unexpectedly fired from Fox Business.

He says the experience deeply shook him.

A security guard escorted him out only minutes after he learned the news.

“It rocked my very existence,” Dennis admits.

But over time, the setback opened new doors.

The experience eventually inspired new creative projects, including his “What’s Bugging Me” brand and podcast.

Today, Dennis sees reinvention as one of the most important survival skills in both business and life.

“Good things can happen out of bad things,” he says.

What Dennis Hopes Readers Understand

At the center of Oregoners sits a broader message about economics, government, and the future of American cities.

Dennis believes strong business environments are essential for growth, stability, innovation, and opportunity.

He worries that many governments are creating systems that punish entrepreneurship instead of encouraging it.

Overregulation, rising taxes, and political hostility toward profit, he argues, eventually weaken entire communities.

For Dennis, this conversation goes beyond Oregon.

He sees the state as “a canary in the coal mine” for blue states nationwide.

And after decades covering markets, leadership, politics, and cultural shifts, he believes the next few years may determine whether America’s major cities reinvent themselves or continue drifting in the wrong direction.

If you want to explore more from Dennis Kneale and learn more about Oregoners, visit his official website at oregonersbook.com.

Hayley Chowdhry

Hayley Chowdhry

Business Editor

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