Grady Woke in Winter Haven, Florida on March 17, 2026.
Credit: Polk County Sheriff's Office/Facebook

Polk County Sheriff Grady Judd knows his county. After all, he’s been elected six times, and loves to get in front of a camera and say colloquial phrases like, โ€œThey donโ€™t know beans from buttermilk about whatโ€™s happening in this community.โ€

But Judd recently defended non-violent illegal migrants, which is a cardinal sin in MAGA world, and to prove he’s not a โ€œgrits for brainsโ€ lib, the longtime registered Republican and Trump committee appointee, held a press conference on Tuesday to calm everyone down.ย 

Speaking in front of reporters at Winter Havenโ€™s Sheriffโ€™s Operations Center, the notoriously tough on crime sheriff kicked things off by attacking local media for highlighting a recent controversial stance made by himself and six other law enforcement officers on the Florida Immigration Enforcement Council.

Earlier this week the council mulled sending a letter criticizing the Trump administrationโ€™s sweeping mass deportation, and essentially argued that illegal immigrants who arenโ€™t criminals should have a โ€œpath forwardโ€ to stay in the country, under certain conditions. 

โ€œThose people who are adding to the American dream, enjoying the American dream, that came here illegally but theyโ€™re doing good and theyโ€™re not a drag on societyโ€”in fact theyโ€™re helping societyโ€”we need to find a path for them,โ€ Judd said on Tuesday.

Judd would like to see the U.S. House Speaker, and the Senate majority leader work together to urge reserving deportation to just violent criminals. โ€œQuite frankly, Congress gets an F-minus, if you can get worse than an F, in dealing with this issue,โ€ added Judd.

Clearly some were worried that Judd was infected by the โ€œWoke Mind Virus.โ€ So at yesterdayโ€™s press conference Judd reiterated that he still loves ICE agents, and said it was โ€œoffensiveโ€ to suggest otherwise.

โ€œDonโ€™t believe the hype โ€ฆ donโ€™t buy that recent media hyperbole implying we are breaking away from or not working with ICE. We wholeheartedly support their mission. Always have, always will,โ€ wrote his department on Facebook

Of course, Juddโ€™s sympathy for illegal migrants didnโ€™t sit well the Judd Heads, who put down their Grady Judd bobbleheads to flood his departmentโ€™s Facebook livestream with comments like: โ€œWe are witnessing the end of Juddโ€™s careerโ€ and โ€œBruhโ€ฆ not you gradyโ€ฆ he must have a latina baddy heโ€™s in love with lol.โ€

“This is not some epiphany from above all of a sudden, this is common sense of what’s happening here,” said Judd at the press conference. “You can’t have rule that fits all.” 

Unfortunately, the โ€œcommon senseโ€ that Judd longs for doesnโ€™t exist. Cruelty, fear and humiliation are what make this whole racist recipe work. Afterall, Homeland Security Advisor and white nationalism-enjoyer Stephen Miller helped author much of the Trump administration’s objectively irrational policies, like family separation at the border, and, more recently, the use of the Alien Enemies Act, which helps quickly deport migrants without any pesky court hearings. 

That same day, Florida Attorney General General Jammes Uthmeier also chimed in and disagreed with Judd at a press conference in Orlando. โ€œWhat Iโ€™ll say is in Florida, weโ€™re going to keep enforcing the law. That is our job, as law enforcement, to enforce the law thatโ€™s on the books. If people are here illegally, then they are breaking the law, and we are going to enforce it,โ€ said Uthmeier.

Itโ€™s worth noting that former Hillsborough County District Attorney Andrew Warren was canned by Gov. Ron DeSantis for signing a piece of paper saying he doesnโ€™t think some laws, like violations of state abortion bans or gender-affirming healthcare, are worth prosecuting. But he was a Democrat so itโ€™s different, I guess.

But whatโ€™s remarkable about the 72-year-oldโ€™s newly-announced stance on illegal migrants is that it shows a hint of empathy, especially from a guy who once said he would arrest anyone who had an active warrant seeking shelter from Hurricane Irma. It also shows that maybe he saw a recent Politico poll showing 49% of Americans think Trumpโ€™s mass deportations are โ€œtoo aggressive,โ€ or that maybe he noticed his โ€œeconomically politically activeโ€ Republican friends rely heavily on Polk County immigrant labor through seasonal agricultural visas. Or maybe he just needs something to distract folks from his appearance in the Epstein files.

Either way, anyone whose brain hasnโ€™t been red-pilled into a fine mush and then squeezed through an Ivermectin tube can see that Trumpโ€™s current immigration policy of sending masked goons into courthouses, Home Depot parking lots and daycares, while sweeping up anyone you looks brown has been an epic disaster.

But unfortunately for Judd, pointing this out and simply asking for some nuance and โ€œcommon sense” surrounding immigration policy, is considered woke now.


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Colin Wolf has been working with weekly newspapers since 2007 and has been the Digital Editor for Creative Loafing Tampa since 2019. He is also the Director of Digital Content Strategy for CL's parent...