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1090 Jake Explains How Boston Richey Broke His Pretrial Deal and Lost Bond

Real Boston Richy is at the eye of the storm—both publicly and judicially—a Florida jail where he is held without bond after facing grave, new felony charges. The up-and-comer rapper’s recent run-in with the law has made him the subject of fascination for fans, critics, and commentators, including YouTube personality 1090 Jake, who has explained the rapper’s bond jump and the fallout from it in an ensuing viral video.

Boston Richey hails from the streets of Tallahassee, Florida, earning himself a reputation for hip-hop with a hard-hitting southern edge and gritty lyrics that mirror the world he knows. Already familiar to fans for hits such as “Keep Dissing 2” and with collaborators including Future, Richey was quickly becoming a name to recognize on the rap circuit. His success has been marred by tragedy, however.

Richey was indicted on federal drug conspiracy charges related to suspected marijuana dealing late in 2023. In February 2024, he made bond, subject to tight pretrial restrictions—regulations intended to place him on the straight and narrow while he stood trial. By spring 2025, however, things suddenly changed.

Court records indicate that Richey broke his pretrial release by going from North Florida to Houston, Texas, on March 29–30, 2025, without authorization from Pretrial Services. Neither concerts, business functions, nor authorized travel requests were on record—rendering the journey an instantaneous violation of the terms of his bond.

What is more disturbing, however, is what reportedly transpired while on that unauthorized trip.

Tatiana “Chanell” Charles, the mother of Richey’s unborn child and his former girlfriend, reported the rapper to police for assaulting her outside of an Houston nightclub on March 31, 2025.

The allegations are horrifying. Charles allegedly choked her over and over again—a total of 20 times during nearly two hours—using only his hands, body weight, and even knee to limit her air supply. She reported losing consciousness several times as well as throwing up throughout the beating. Even more horrific, she informed police that Richey told her he was going to kill her if she called police.

Charles, who was then said to have been between four to eight weeks pregnant, stated that Richey knew she was pregnant at the time of the alleged assault.

Part of the alleged incident was recorded on video, said to depict Richey grabbing Charles’s phone and rushing toward her before passersby intervened.

These allegations brought about an additional felony charge: Assault Family Violence – Impeding Breathing, which is one of the more severe Texas felonies.

On April 14, 2025, U.S. Magistrate Judge Martin A. Fitzpatrick directed that Richey be brought into custody without bond. The judge cited both the bond violation as well as the gravity of the new charges, declaring no conditions of release could reasonably insure community safety.

Legally, this translates to that due to the new felony charge as well as the unauthorized travel, Richey is considered too high-risk to be released pending trial.

He is presently incarcerated at the Tallahassee Federal Correctional Institution.

YouTuber Jake 1090, who covers hip-hop-related legal controversies, has spoken out about Richey’s case. In one of his recent videos, he explained that violating pretrial release—absent additional charges—is so sufficient that one stands to forfeit bond. Once there are substantial additional allegations, the margin for release from jail is significantly reduced.

Jake also drew on earlier claims that Richey cooperated with police on other cases, an accusation that was already controversial among hip-hop fans. Richey previously denied those allegations by claiming that he was deceiving police, not helping them.

Social media has exploded over the case with comments flooding in from fans, critics, as well as relatives. The case has been defended by Richey’s sister by calling the victim Charles a “clout chaser” and asserting that she fabricated the whole thing. She has also cited rumored allegations that Charles demanded $100,000 to avoid cooperation with the police.

Others likewise indicate Charles stayed at the residence of Richey even subsequent to the alleged assault, raising questions about her credibility. Some have pointed out that even where some things are questionable, the video as well as documents from court nonetheless raise some alarming concerns.

Richey, himself, has denied any wrongdoing in a public post on his social media, claiming to be preoccupied with the release of his next album. But he has so far failed to comment on the allegations of assault.

Richey’s run-in with the law has brought discussions back to the forefront about the treatment of Black performers within the criminal justice system. Black defendants are held pretrial at 25% higher rates than white defendants—even for comparable crimes, data from the U.S. Sentencing Commission (2023) has shown.

Online commenters, including hip-hop fans and legal advocates, have questioned whether Richey’s treatment reflects systemic disparities. Others argue that regardless of race or fame, bond violations and serious assault allegations warrant detention. It is an involved discussion—one that introduces an added layer into an otherwise tense situation.

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