{"id":291,"date":"2026-05-25T20:37:19","date_gmt":"2026-05-25T20:37:19","guid":{"rendered":"https:\/\/relocationtimess.com\/?p=291"},"modified":"2026-05-25T20:37:19","modified_gmt":"2026-05-25T20:37:19","slug":"trump-seeks-redemption-in-cuba-after-his-regime-change-failure-in-iran","status":"publish","type":"post","link":"https:\/\/relocationtimess.com\/?p=291","title":{"rendered":"Trump seeks redemption in Cuba after his regime-change failure in Iran"},"content":{"rendered":"<div>\n<div>\n<div> <div>\n<button>\n<strong>\n<span><svg>\n<\/svg>\n<\/span>\n<span>Summary<\/span>\n<\/strong>\n<span><svg><\/svg>\n<\/span>\n<span><svg><\/svg>\n<\/span>\n<\/button>\n<div>\n<ul>\n<li>The US government has indicted 94-year-old former Cuban President Ra\u00fal Castro for murder and conspiracy to kill Americans.<\/li>\n<li>The indictment coincides with a US oil blockade causing a grave humanitarian crisis in Cuba and threatening societal collapse.<\/li>\n<li>Trump seeks a regime-change victory in Cuba after failing to end the war in Iran, which has damaged his approval ratings.<\/li>\n<\/ul>\n<div>\n<span>AI-generated summary was reviewed by a CNN editor.<\/span>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<p>\n            President Donald Trump is chasing the kind of regime-altering triumph in Cuba that has eluded him in Iran. But any move toward yet more action by the stretched US armed forces would come with high political and military risks.\n    <\/p><p>Read more <a href=\"https:\/\/relocationtimess.com\/?p=279\">Should you worry about the Ebola outbreak? Here\u2019s what the numbers tell us<\/a><\/p>\n<p>\n            The US government\u2019s indictment of 94-year-old former Cuban President Ra\u00fal Castro for murder and conspiracy to kill US nationals is a remarkable twist in a nearly 70-year American showdown with the communist island.\n    <\/p>\n<p>\n            Wednesday\u2019s indictment \u2014 which came on Cuban Independence Day \u2014 is also a significant step up Trump\u2019s escalation ladder. It coincides with a US oil blockade that has caused a grave humanitarian crisis and threatens to collapse Cuban society; steadily rising diplomatic pressure; and a recent list of demands delivered in Havana by CIA Director John Ratcliffe.\n    <\/p>\n<p>\n            Trump has been threatening Cuba for weeks, saying he can do \u201canything\u201d he wants with the impoverished state and may have \u201cthe honor of taking Cuba.\u201d On Wednesday, he said he was \u201cfreeing up\u201d the country.\n    <\/p>\n<p>\n            \u201cIt\u2019s a failing nation. You see that. It\u2019s falling apart. They have no oil, they have no money,\u201d Trump told reporters. \u201cBut we\u2019re there to help \u2014 we\u2019re there to help the families, the people.\u201d\n    <\/p>\n<p>\n            The Castro indictment, over the 1996 shooting-down of two civilian aircraft that killed four people, including three Americans, looks like an administration double play. Trump may hope to further strain the regime in Havana, perhaps by dislodging weaker or more pragmatic members who might be willing to talk. But the new legal front could also be a pretext for military action or a special forces raid like the one that ousted Venezuelan President Nicol\u00e1s Maduro in January.\n    <\/p>\n<div>\n<div>\n\n<figure class=\"wp-block-image size-medium_large\">\n<figure class=\"wp-block-image size-full\"><img loading=\"lazy\" decoding=\"async\" alt=\"Cuba's former President Ra\u00fal Castro in Havana, Cuba, on May 1, 2025.\" class=\"wp-image-286\" height=\"960\" src=\"https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/79ee76101bcf723d8ded4fe759464bf4.jpg\" width=\"768\" srcset=\"https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/79ee76101bcf723d8ded4fe759464bf4.jpg 768w, https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/79ee76101bcf723d8ded4fe759464bf4-240x300.jpg 240w\" sizes=\"auto, (max-width: 768px) 100vw, 768px\" \/><\/figure>\n<\/figure>\n\n<\/div>\n<div>\n<div>\n<div>\n<div>\n<span>Cuba&#8217;s former President Ra\u00fal Castro in Havana, Cuba, on May 1, 2025.<\/span>\n<\/div>\n<figcaption>Norlys Perez\/Reuters\/File<\/figcaption>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<div>\n<div>\n\n<figure class=\"wp-block-image size-medium_large\">\n<figure class=\"wp-block-image size-full\"><img loading=\"lazy\" decoding=\"async\" alt=\"Cuban Americans in Miami protest the downing of planes from Brothers to the Rescue by Cuban jets, on February 25, 1996.\" class=\"wp-image-287\" height=\"960\" src=\"https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/8413a3ab55a76798fff23bc127dcded7.jpg\" width=\"768\" srcset=\"https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/8413a3ab55a76798fff23bc127dcded7.jpg 768w, https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/8413a3ab55a76798fff23bc127dcded7-240x300.jpg 240w\" sizes=\"auto, (max-width: 768px) 100vw, 768px\" \/><\/figure>\n<\/figure>\n\n<\/div>\n<div>\n<div>\n<div>\n<div>\n<span>Cuban Americans in Miami protest the downing of planes from Brothers to the Rescue by Cuban jets, on February 25, 1996.<\/span>\n<\/div>\n<figcaption>Roberto Schmidt\/AFP\/Getty Images\/File<\/figcaption>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<p>\n            Lee Schlenker, a research associate at the Quincy Institute for Responsible Statecraft, warned that the Justice Department indictment unsealed in Florida could backfire on the White House if it was meant to elicit Cuban concessions. \u201cI think this is going to be a death sentence for any potential deal with Cuba,\u201d Schlenker said.\n    <\/p>\n<p>\n            \u201cThis is going to produce a rally-around-the-flag effect and harden the Cuban leadership siege mentality,\u201d he added.\n    <\/p>\n<p>\n            The Cuba gambit is the latest test of the administration\u2019s strategy of ratcheting up economic duress by imposing a blockade while raising the prospect of the use of force to get enemies to capitulate. This worked in Venezuela and helped identify Delcy Rodr\u00edguez, a senior regime figure who became acting president and is dealing with the Trump team. But Venezuelans are yet to see their hopes for democracy made good. A similar approach has also been such a failure in Iran that Trump may have no option but to restart the war.\n    <\/p>\n<p>\n            Cuban President President Miguel D\u00edaz-Canel blasted the indictment as a political maneuver that shows the \u201carrogance and frustration\u201d of the US empire. His country\u2019s defiance challenges the foundational belief of Trump\u2019s foreign policy: that every situation is a deal waiting to happen and that the possibility of violent US action against smaller adversaries can lead them to fold and to open their borders, real estate and raw materials to US firms.\n    <\/p>\n<h2>\n        Trump\u2019s rock-bottom war complicates Cuba threats\n<\/h2>\n<div>\n<div>\n\n<figure class=\"wp-block-image size-medium_large\">\n<figure class=\"wp-block-image size-full\"><img loading=\"lazy\" decoding=\"async\" alt=\"The Asian Katra, a Panama-flagged cargo ship, arrives in Havana Bay carrying humanitarian aid from Mexico, on Monday.\" class=\"wp-image-288\" height=\"512\" src=\"https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/8e20cab46ab5a0bec606de6592779369.jpg\" width=\"768\" srcset=\"https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/8e20cab46ab5a0bec606de6592779369.jpg 768w, https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/8e20cab46ab5a0bec606de6592779369-300x200.jpg 300w\" sizes=\"auto, (max-width: 768px) 100vw, 768px\" \/><\/figure>\n<\/figure>\n\n<\/div>\n<div>\n<div>\n<div>\n<div>\n<span>The Asian Katra, a Panama-flagged cargo ship, arrives in Havana Bay carrying humanitarian aid from Mexico, on Monday.<\/span>\n<\/div>\n<figcaption>Yamil Lage\/AFP\/Getty Images<\/figcaption>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<p>\n            There is currently no sign near Cuba of the large-scale military buildups that preceded US military action in Venezuela and Iran. But CNN reports that US military intelligence flights are surging off the Cuban coast. An uptick in such activity preceded the attacks on Iran and Venezuela.\n    <\/p>\n<p>\n            But Trump\u2019s tanking approval ratings over the war in Iran mean he has little political capital to support a new military venture. Recent polling from CNN, the New York Times and other outlets shows that majorities of Americans oppose the Iran war. Many have started to directly connect Trump\u2019s policies to their personal economic challenges. And polls also show that majorities of Americans oppose Trump\u2019s Cuba policy.\n    <\/p>\n<p>\n            A direct US confrontation with Cuba \u2014 while it would no doubt be popular with anti-communist exiles in Florida, who are a significant political force \u2014 would pose another enormous challenge for Republicans in midterm elections. The GOP is already saddled with Trump\u2019s historically low approval ratings, and a new conflict would play into Democratic claims the president is oblivious to voters\u2019 pain. Even a foreign policy triumph in Cuba might mean little to voters struggling \u200bto pay for housing and groceries.\n    <\/p>\n<p>\n            \u201cThe American people are not asking for another war. They want us focused on building housing in Arizona \u2013 not bombing housing in Havana,\u201d Democratic Sen. Ruben Gallego said in a statement last month when Democrats failed to block the use of US forces in any unauthorized military action against Cuba. \u201cThey want us to lower the cost of healthcare \u2013 not condemn a generation of veterans to a lifetime of hospital visits. They want us to make their lives more affordable \u2013 not spend their tax dollars on unnecessary wars.\u201d\n    <\/p>\n<p>\n            Any US assault or special forces raid, meanwhile, would risk far greater pushback and potential US casualties than the lightning strike by US operatives against Maduro. Cuba\u2019s military is short on resources, with often-outdated equipment. But it could still inflict casualties on any US expeditionary forces.\n    <\/p>\n<p>\n            And security around Castro is likely to be exceedingly tight in order to ward off any Maduro-type snatch-and-grab special forces spectacular.\n    <\/p><p>Read more <a href=\"https:\/\/relocationtimess.com\/?p=267\">Trump\u2019s second term is increasingly about one thing: Trump<\/a><\/p>\n<div>\n<div>\n\n<figure class=\"wp-block-image size-large\">\n<figure class=\"wp-block-image size-medium_large\"><img loading=\"lazy\" decoding=\"async\" alt=\"A building that houses an art installation on the Cuban Revolution features photos of former Cuban President Ra\u00fal Castro, in Havana, Cuba, on Tuesday.\" class=\"wp-image-289\" height=\"512\" src=\"https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/7fe7fcf8e0f17477a3642cf8faa24141-768x512.jpg\" width=\"768\" srcset=\"https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/7fe7fcf8e0f17477a3642cf8faa24141-768x512.jpg 768w, https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/7fe7fcf8e0f17477a3642cf8faa24141-300x200.jpg 300w, https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/7fe7fcf8e0f17477a3642cf8faa24141.jpg 1024w\" sizes=\"auto, (max-width: 768px) 100vw, 768px\" \/><\/figure>\n<\/figure>\n\n<\/div>\n<div>\n<div>\n<div>\n<div>\n<span>A building that houses an art installation on the Cuban Revolution features photos of former Cuban President Ra\u00fal Castro, in Havana, Cuba, on Tuesday.<\/span>\n<\/div>\n<figcaption>Ramon Espinosa\/AP<\/figcaption>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<p>\n            Decades of synergy between the regime and its people might also mean that the cooperation with US officials and diplomats seen in Venezuela would be unlikely in Cuba, notwithstanding reported Trump administration contacts with Ra\u00fal Guillermo Rodr\u00edguez Castro, Ra\u00fal Castro\u2019s grandson and bodyguard.\n    <\/p>\n<p>\n            Schlenker pointed out that Cubans subscribe to a defensive doctrine that requires the entire populace to respond in the event of a foreign invasion. \u201cThat wouldcause US casualties that would (also) lead to dozens, if not hundreds, of Cuban civilians and security forces dying,\u201d he said. \u201cWe really wouldn\u2019t see a wholesale transformation of the Cuban government. If anything, we would see increased repression, very little progress towards moving towards democracy and a free market.\u201d\n    <\/p>\n<p>\n            The tightening US blockade on Cuban  oil imports, meanwhile, is setting up an unstable situation by causing extreme deprivation that risks societal collapse. This could cause a mass refugee exodus that might quickly turn into an immigration crisis for an administration that has vowed to secure US borders.\n    <\/p>\n<p>\n            Yet the administration\u2019s affinity for sharp, quick military operations \u2014 at least until the Iran war \u2014 means US military action can never be ruled out. Trump often fondly recalls the Maduro raid in speeches. The operation may have led him falsely to expect that toppling Iran\u2019s regime and winning the war would be easy.\n    <\/p>\n<h2>\n        Why the administration thinks it\u2019s got a winning hand in Cuba\n<\/h2>\n<div>\n<div>\n\n<figure class=\"wp-block-image size-medium_large\">\n<figure class=\"wp-block-image size-full\"><img loading=\"lazy\" decoding=\"async\" alt=\"Secretary of State Marco Rubio listens as President Donald Trump speaks to members of the media, as Trump departs the White House for Florida, on March 20.\" class=\"wp-image-290\" height=\"512\" src=\"https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/2a2377b3418b399d639135382e903234.jpg\" width=\"768\" srcset=\"https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/2a2377b3418b399d639135382e903234.jpg 768w, https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/2a2377b3418b399d639135382e903234-300x200.jpg 300w\" sizes=\"auto, (max-width: 768px) 100vw, 768px\" \/><\/figure>\n<\/figure>\n\n<\/div>\n<div>\n<div>\n<div>\n<div>\n<span>Secretary of State Marco Rubio listens as President Donald Trump speaks to members of the media, as Trump departs the White House for Florida, on March 20.<\/span>\n<\/div>\n<figcaption>Nathan Howard\/Reuters<\/figcaption>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<p>\n            Given the risks and skepticism of Trump\u2019s military adventures, which sit uneasily with his vows to wage no more foreign wars, why would the administration even think of initiating a new crisis in Cuba?\n    <\/p>\n<p>\n            Well, the president badly needs a victory to bolster a foreign policy that his team says has restored US prestige and respect overseas but that in reality is looking rather battered, given his inability to end the war in Iran and his failures thus far to end the Ukrainian conflict or advance through the stages of the Gaza ceasefire plan.\n    <\/p>\n<p>\n            The prospect of becoming the president who succeeded where predecessors from John F. Kennedy onward failed in slaying the regime of late dictator Fidel Castro promises the kind of historic recognition that Trump craves. And his Secretary of State Marco Rubio, a son of Cuban immigrants, has long sought to undermine the government in Havana as a driving force of his career.\n    <\/p>\n<p>\n            Turning Cuba from an adversary to a client would solidify the \u201cDonroe Doctrine\u201d \u2014 the administration\u2019s push to control the entire Western Hemisphere. In addition to the Maduro raid, the policy has seen Washington offer a financial bailout to a MAGA-supporting president in Argentina and back right-wing populists in elections across the region.\n    <\/p>\n<p>\n            Trump\u2019s Cuba policy has some aspects that might be familiar to previous administrations. US governments have long worried about Cuba-based espionage and surveillance off the US coast by adversaries like Russia and China. Turning the regime would also deprive those powers of political soul mates in Havana.\n    <\/p>\n<p>\n            Cuban civilians have lived in repressive and economically dire conditions for decades. Destroying the regime would also offer them hopes of political freedoms and more prosperous lives \u2014 although the administration\u2019s track record raises doubts about its sincerity here.\n    <\/p>\n<p>\n            And Trump\u2019s embrace of harsh, coercive methods that are having a devastating impact on the population mean he faces accusations of inhumanity and infringing international law.\n    <\/p>\n<p>\n            UN experts warned in February that the US oil blockade and associated sanctions were threatening \u201cfuel indispensable for electricity generation, water and sanitation systems, hospitals, public transportation, and food production, including irrigation, harvesting, refrigeration and food distribution.\u201d\n    <\/p>\n<p>\n            But on Wednesday, Rubio told Cubans in a video message that \u201cthe real reason you don\u2019t have electricity, fuel, or food is because those who control your country have plundered billions of dollars.\u201d He added that \u201cnothing has been used to help the people,\u201d according to a translated transcript.\n    <\/p>\n<p>\n            No one argues the Cuban government is anything but cruel and repressive. The same might be said for Iran, where another Trump blockade is exacerbating the pain endured by civilians who\u2019ve also faced years of internal persecution.\n    <\/p>\n<p>\n            But neither regime has yet fallen. And the tactics the president is using to try to bolster his own place in history means any triumphs will come at a high cost.\n    <\/p><p>Read more <a href=\"https:\/\/relocationtimess.com\/?p=259\">Higher vitamin D intake in pregnancy linked to some cognitive benefits in children<\/a><\/p>\n<\/div>\n<\/div>","protected":false},"excerpt":{"rendered":"<p>President Donald Trump is chasing the kind of regime-altering triumph in Cuba that has eluded him in Iran. But any move toward yet more action by the stretched US armed forces would come with high political and military risks.<\/p>\n","protected":false},"author":1,"featured_media":280,"comment_status":"open","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[2],"tags":[],"class_list":["post-291","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-politics"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v27.6 - https:\/\/yoast.com\/product\/yoast-seo-wordpress\/ -->\n<title>Trump seeks redemption in Cuba after his regime-change failure in Iran - Relocation Times<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/relocationtimess.com\/?p=291\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Trump seeks redemption in Cuba after his regime-change failure in Iran - Relocation Times\" \/>\n<meta property=\"og:description\" content=\"President Donald Trump is chasing the kind of regime-altering triumph in Cuba that has eluded him in Iran. But any move toward yet more action by the stretched US armed forces would come with high political and military risks.\" \/>\n<meta property=\"og:url\" content=\"https:\/\/relocationtimess.com\/?p=291\" \/>\n<meta property=\"og:site_name\" content=\"Relocation Times\" \/>\n<meta property=\"article:published_time\" content=\"2026-05-25T20:37:19+00:00\" \/>\n<meta property=\"og:image\" content=\"https:\/\/relocationtimess.com\/wp-content\/uploads\/2026\/05\/59b53e960a807525e9519f6b6ba1dc1b.jpg\" \/>\n\t<meta property=\"og:image:width\" content=\"800\" \/>\n\t<meta property=\"og:image:height\" content=\"450\" \/>\n\t<meta property=\"og:image:type\" content=\"image\/jpeg\" \/>\n<meta name=\"author\" content=\"admin\" \/>\n<meta name=\"twitter:card\" content=\"summary_large_image\" \/>\n<meta name=\"twitter:label1\" content=\"Written by\" \/>\n\t<meta name=\"twitter:data1\" content=\"admin\" \/>\n\t<meta name=\"twitter:label2\" content=\"Est. reading time\" \/>\n\t<meta name=\"twitter:data2\" content=\"9 minutes\" \/>\n<script type=\"application\/ld+json\" class=\"yoast-schema-graph\">{\"@context\":\"https:\\\/\\\/schema.org\",\"@graph\":[{\"@type\":\"Article\",\"@id\":\"https:\\\/\\\/relocationtimess.com\\\/?p=291#article\",\"isPartOf\":{\"@id\":\"https:\\\/\\\/relocationtimess.com\\\/?p=291\"},\"author\":{\"name\":\"admin\",\"@id\":\"https:\\\/\\\/relocationtimess.com\\\/#\\\/schema\\\/person\\\/3d25fb966f660ab012820a9e0acc09be\"},\"headline\":\"Trump seeks redemption in Cuba after his regime-change failure in Iran\",\"datePublished\":\"2026-05-25T20:37:19+00:00\",\"mainEntityOfPage\":{\"@id\":\"https:\\\/\\\/relocationtimess.com\\\/?p=291\"},\"wordCount\":1842,\"commentCount\":0,\"image\":{\"@id\":\"https:\\\/\\\/relocationtimess.com\\\/?p=291#primaryimage\"},\"thumbnailUrl\":\"https:\\\/\\\/relocationtimess.com\\\/wp-content\\\/uploads\\\/2026\\\/05\\\/59b53e960a807525e9519f6b6ba1dc1b.jpg\",\"articleSection\":[\"Politics\"],\"inLanguage\":\"en-US\",\"potentialAction\":[{\"@type\":\"CommentAction\",\"name\":\"Comment\",\"target\":[\"https:\\\/\\\/relocationtimess.com\\\/?p=291#respond\"]}]},{\"@type\":\"WebPage\",\"@id\":\"https:\\\/\\\/relocationtimess.com\\\/?p=291\",\"url\":\"https:\\\/\\\/relocationtimess.com\\\/?p=291\",\"name\":\"Trump seeks redemption in Cuba after his regime-change failure in Iran - 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