Thank you!
Your support is sustaining the future of local news in our communities.

Is Cuba next?

In keeping with the administration’s return to its own brand of 16th-century mercantilism, could the next colony they seek be Cuba? It appears to be a strong bet, but for what purpose?

Given the actions and words of our government officials, the next country, or in this case, island nation, it seeks to conquer lies 90 miles from Key West. Cuba sits at the intersection between the Gulf of Mexico and the Atlantic Ocean. Historically, the U.S. considered it a natural barrier controlling vital sea lanes and a dominant landmass that protected or threatened the southern U.S. coast.

It may be that its long-term strategic military and economic value remains viable, but the country’s economy is in a mess. The Economist, in a recent article, indicated that the Cuban economy was on the verge of collapse. Aside from rum, cigars, and a little tourism, Cuba suffers from decades of economic mismanagement, a lack of structural reforms, and mass migration.

Inflation is at 15%, the peso is tumbling, tropical diseases are surging, and in cities like Havana, the municipal waste system has ground to a halt. Blackouts are increasingly common. Hospitals are canceling surgeries, and public transportation is scarce. It wasn’t always that way.

Originally a Spanish colony, Cuba in the 1800s fell under the Monroe Doctrine after Spain formally renounced its claim to Cuba in the Treaty of Paris in 1898, and was largely occupied by the U.S. By then, massive amounts of American capital had already been invested in the country. Beyond a thriving sugar trade, American interests controlled significant percentages of the island’s railroads, public utilities, mining, and tobacco. The country essentially became a U.S. protectorate in 1903.

The Communist takeover of Cuba and the nationalization of American property in 1959 soured U.S./Cuban relations to the present day. Although there have been several false starts and attempts at reconciliation through the decades, the U.S. doctrine of isolation and embargo has continued to the present day. That policy has brought the Cuban economy to its knees today.

Trump’s decision to choke off Venezuela’s oil to Cuba, which can only meet 40% of its own energy demands, was a body blow. The oil crisis hammered the regime’s already doomed economic model. In a rare admission of crisis, President Miguel Diaz-Canel scrambled to implement an urgent economic overhaul. The Castro brothers must have spun in their graves as Diaz-Canel called for loosening the state grip, courting foreign investors, and shrinking government control.

As the mood in this communist nation soured, the state’s iron grip on the economy had already begun to loosen. In 2021, the government allowed the creation of hundreds of small businesses in the private sector with fewer than 100 employees. As such, there are now 11,000 small and medium-sized independent businesses on the island. Just recently, another series of reforms allowed private ownership of a wide range of industries, from food production to construction and beyond.

In the case of Cuba, I believe Trump would rather have a deal that would make the island economically dependent on the U.S. Unlike the war in Iran or the late-night raid in Venezuela, I am not looking for an abrupt change nor the sudden overthrow of all state control. Times have changed. Most so-called capitalist economies have evolved into a new model of state capitalism, whether we are talking about China or the U.S. I believe the approach will be different. It would be more of a bailout or bankruptcy reorganization than a regime change.

President Trump has used the term “friendly takeover” more than once in talking about Cuba. His Secretary of State, Marco Rubio, a longtime Cuba hawk, along with a Florida-based Cuban business community, has been reaching out to the private sector. I have noticed that rather than threaten regime change in the name of democracy or an end to communism, the administration is focusing on commercial, economic, and financial engagement.

From the president’s point of view, the need for humanitarian assistance is high, and what better way to deliver it than through the private sector? Exactly how a friendly takeover would be accomplished is a question for the market. The island was certainly part of the discussions Trump had with Latin American leaders at a March 7 summit at the Doral Golf Club.

For a successful takeover, Cuba’s private sector will need the skills and capital of American business, particularly the banking sector. It appears the present government would be amenable to such an approach. It also helps that they know if a carrot doesn’t work, Donald Trump is more than ready to use a Big Stick.


Bill Schmick is a founding partner of Onota Partners, Inc., in the Berkshires.Bill’s forecasts and opinions are purely his own and do not necessarily represent the views of Onota Partners, Inc. (OPI).

The views expressed here are not necessarily those of The Millerton News and The News does not support or oppose candidates for public office.

Latest News

‘So Little to Do,’ so much to discover at James Barron Art

Curator Deborah Goodman Davis reads the Emily Dickinson poem “The Grass So Little Has to Do.” Spencer Finch’s “Following Three Bees (Zinnias)” buzzes in the background.

Photo by Natalia Zukerman

“The Grass Has So Little to Do,” on view at James Barron Art in Kent, takes its title from Emily Dickinson’s poem “The Grass So Little Has to Do,” written in 1862:

“The Grass so little has to do—
A Sphere of simple Green—
With only Butterflies to brood
And Bees to entertain—”

Keep ReadingShow less
Marina Kotchoubey is taking care of business

Marina Kotchoubey at the Ian Ingersoll Cabinetmakers showroom in West Cornwall.

Photo by D.H. Callahan

After 40-something years navigating the world of custom fine furniture, Ian Ingersoll was getting ready to retire. Starting off with a little dovetail stool that he sold at a shop in West Cornwall in the 1970s, he’d grown his skill and his business into something he — and the whole town — could be proud of. Shutting down that business was not an option.

Ingersoll built Ian Ingersoll Cabinetmakers, which produced mainly classical Shaker furniture, on passion: the passion he had to make a living through creative challenges and the passion of his employees, who all seem deeply in love with their craft.

Keep ReadingShow less
A legacy of giving at Norfolk Chamber Music Festival

One hundred and twenty years ago, Carl and Ellen Stoeckel commissioned New York architect E.K. Rossiter to design The Music Shed in Norfolk, Connecticut. After nearly a decade of entertaining their friends and neighbors with the finest music of the day, they built a permanent home for their beloved Litchfield County Choral Union.

The commission and full funding of the construction was not unheard of in an era when great fortunes led to public enrichment. Railroad tycoon John D. Rockefeller was instrumental in funding institutes of higher education. Steel baron Andrew Carnegie was building libraries all over the country, and famously said that a man who dies rich is a disgrace, challenging his peers to give their fortunes back to the people.

Keep ReadingShow less
google preferred source

Want more of our stories on Google? Click here to make us a Preferred Source.

Two unique exhibitions at Geary Gallery

Henry Klimowicz with his sculpture, “Partial Pillar 1”

Photo by D.H. Callahan

On Saturday, Aug. 1, Geary Gallery opened its doors in Salisbury for two unique shows in its first- and second-floor gallery spaces. Art lovers flooded both floors over the course of the afternoon, giving the events a vibrant feeling that enhanced the importance of the art.

On the first floor is a show by Chicago-born, Colorado-based photographer Summers Moore, titled “Lobitos: Pueblo Fantasma,” or “Lobitos: Ghost Town.” The work centers around her daughter’s current hometown in Peru. Moore herself found a home away from home in Colorado in the mid-1980s and encouraged her children to seek out new places outside of their comfort zones.

Keep ReadingShow less

Writer’s retreat in the woods

Writer’s retreat in the woods

Participants in a 2024 Great Mountain Forest Woodland Academy workshop at Yale Camp.

Photo by Mike Zarfos

Great Mountain Forest (GMF) will host its first Nature Writing Retreat at the historic Yale Camp in Falls Village from Aug. 7-9, 2026. Writers of all levels are invited to draw inspiration from one of New England’s most notable forest landscapes. GMF envisions the retreat becoming an annual event celebrating writing, conservation and the relationship between people and forests.

This immersive three-day retreat reflects on the legacy of Hal Borland, the American writer and New York Times nature columnist whose work was deeply connected to this landscape. The retreat explores how wilderness shapes language, strengthens close observation and fosters environmental consciousness.

Keep ReadingShow less
From Cornwall to Rome, Adam Van Doren at Berkshire Botanical Garden

Artist Adam Van Doren and curator Donna Hassler talk to a group of visitors at the Berkshire Botanical Garden. A Stephen Proctor vessel sits to their left.

Photo by Natalia Zukerman

This summer, the Berkshire Botanical Garden in Stockbridge has hosted “Grounded in Nature: Paintings by Adam Van Doren,” an exhibition exploring the intimate relationship between architecture and the natural world.

On view for only a few more weeks in the Leonhardt Galleries, the exhibition features more than 35 watercolor and oil paintings by the New York-based artist, architect, author and Yale professor, curated by art historian Donna Hassler, director emerita of Chesterwood. The works span three distinct places that have shaped Van Doren’s artistic practice: New York City, Cornwall, Connecticut, and his travels throughout Europe.

Keep ReadingShow less
google preferred source

Want more of our stories on Google? Click here to make us a Preferred Source.

google preferred source

Want more of our stories on Google? Click here to make us a Preferred Source.