As the verdict in Donald Trump’s criminal trial in Manhattan approaches, the former president isn’t even attempting to project an image of a law-abiding citizen but instead is leaning into an outlaw persona by affiliating with people accused or convicted of crimes. It’s a vulgar gambit to turn a traditional liability into a political asset, and an attempt to discredit the legitimacy of the criminal justice system’s focus on him and his allies.
As The New York Times reports, in recent days Trump has sought to conspicuously affiliate with people accused of crimes or even convicted of them. At a Bronx rally Thursday, Trump spoke alongside rappers Sheff G and Sleepy Hallow, who are facing counts of conspiracy to commit murder and weapons possession. (The men have pleaded not guilty and are out on bail.) Saturday, Trump tried to woo a heavily skeptical crowd at the Libertarian Party’s national convention by promising to commute the life sentence of Ross Ulbricht, operator of the black market Silk Road website. And at that event, Trump posed for a photo with rapper Afroman, who pleaded guilty to punching a woman at one of his concerts.
Trump cares not about the law per se but about the legal system punishing his enemies or anyone he deems disorderly.
Trump’s hobnobbing with rappers who’ve had run-ins with the law is part of a crude and racialized optics game. Trump has previously leaned on Black entertainers — instead of political leaders — to serve as high-profile surrogates to win the attention of Black voters. He has also said that he believes his criminal charges and even his mug shot have increased his appeal in the Black community, suggesting that he, too, is a victim of a system that has sent too many Black people to jail. Trump combined these two strategic “insights” by appearing at the Bronx rally Thursday framed as an attempt to court minority voters with Sheff G and Sleepy Hallow, rappers accused of sweeping gang-related crimes. He treated them as exotic mascots — at one point he praised Sheff G’s jewel-encrusted grill, quipping ironically, “I got to get my teeth like that” — all while pushing a tough-on-crime message.








