El Oski, a Cuban-born podcaster who built his brand in Miami on vocal support for Donald Trump, is seeing his world flip upside down.
After landing in the States in 2019, he leaned so far into his political beliefs that he sat through 12 hours of tattooing to get the Trumps face tatted onto his neck. It was a permanent badge of honor for him, representing a belief in a system he felt would protect hard-working immigrants like himself while focusing on “criminals.”
Fast forward to last month, and that pride has been replaced by a deep sense of dread. During a series of raw interviews in January 2026, El Oski admitted he is now terrified of being sent back to the island. The issue centers on his I 220A document, a piece of paper given to many Cubans at the border that allows them to be in the country but doesn’t grant them “parole.”
This small technicality is a massive road block, without parole, El Oski and thousands of others have no way to apply for residency under the Cuban Adjustment Act.
The irony is heavy, as the strict enforcement measures he once cheered for are now being applied to his own case. Despite the fear of being removed from his life in Miami, El Oski says he doesn’t regret the tattoo, even though the political figure he admires is tied to the very platform making his legal stay so difficult.
While the ink on his skin isn’t going anywhere, his right to stay in the United States is officially on the line.
