13 arrested, 1 wanted in fatal 2023 drive-by shooting in Seminole County

Sheriff says slaying stemmed from dispute between Kodak Black, Jackboy

SANFORD, Fla. – Seminole County deputies have arrested 13 people and are searching for another person in a 2023 drive-by shooting that left a woman dead in what the sheriff called a high-profile dispute between music stars Kodak Black and Jackboy, with gang ties.

The shooting happened Jan. 16, 2023, after a Jackboy concert at The Barn in Sanford. Sheriff Dennis Lemma said Jackboy’s entourage was heading to Orlando around 2:20 a.m. when deputies nearby heard gunshots in the area of Rinehart Road and County Road 46A.

Deputies said they saw multiple gunshots fired from a four-door vehicle at one of the vans in the entourage.

Officials said six women in the van were shot in that incident. One of the women, Princess Tolliver, 31, of Tallahassee, was killed, said Lemma, who added that she was in town for the concert at The Barn and neither she nor anyone else in her van was part of the dispute.

13 people were arrested in Seminole County in connection with a 2023 drive-by shooting believed to be targeting performer Jackboy. (Copyright 2024 by WKMG ClickOrlando - All rights reserved.)

“We found that the incident stemmed from a very public, high-profile dispute playing out in social media and the court system involving Jackboy and known associate of the shooters, another rap artist named Bill Kapri, known by the stage name Kodak Black,” Lemma said. “At this time, Kapri is not facing any charges in Seminole County, and we do not have any evidence that he is directly linked to this crime.”

Lemma said the shooters thought Jackboy was in the van, and was the likely target of the shooting.

Thirteen people have been arrested in the year-long investigation, facing dozens of charges, including first-degree murder, attempted first-degree murder, and racketeering under the RICO Act:

  • Alvarez Cosby
  • Darling Siplin
  • Thallas Inman
  • Quardarius Holley
  • Robin Hickmon
  • Ryquaries Davis
  • Rovonte Daniels
  • Valarie Smith
  • Daneka Hair
  • Jah’ Michael Wright
  • John Williams
  • Trayvon Whittaker
  • Ja-Quan Watson

“Those arrested in this investigation are members of a criminal street gang known as OTF — On Top Forever — with a known presence in Seminole County,” Lemma said. “OTF is a known subset of the national gangsters murder Crips street gang.”

Lemma said investigators believe the OTF gang was looking to make a name for itself as a newly-established Crips affiliate. Lemma says that since 2021, 43 known or associated members of OTF have been arrested in Seminole County on 141 charges unrelated to this case.

Trevon Law is wanted for a drive-by shooting in 2023 that results in the death of Princess Tolliver (Copyright 2024 by WKMG ClickOrlando - All rights reserved.)

The sheriff’s office is also looking for Trevon Law, 25. He’s facing charges of first-degree murder, attempted first-degree murder, unlawful use of a two-way communication device and racketeering. Lemma described Law as extremely dangerous.

Anyone with information about Law is asked to Crimeline at 800-423-TIPS (8477).


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