AceShowbiz - Twista is pleading guilty to five counts of willfully failing to pay income taxes spanning from 2019 through 2023, AllHipHop reports. The Chicago rapper faces serious legal consequences as these charges stem from years of unpaid tax obligations.

Fox32chicago also confirmed that Twista neglected to pay income taxes despite earning revenue from performances, album sales, streaming, and royalties during this period. The unpaid tax liabilities date back to 2011 and exceed $440,000. Both the IRS and his accountants repeatedly warned him about his mounting tax debt and legal responsibilities. Additionally, Twista arranged financial deals with third-party companies to receive advances on future royalty payments, a maneuver aimed at shielding funds from IRS collection efforts. Rather than addressing his tax debts, he spent money on luxury purchases, including acquiring at least four high-end vehicles.

Twista is best known for the hit single "Slow Jamz" from his 2004 album "Kamikaze," which earned him Grammy nominations for Best Rap/Sung Collaboration and Best Rap Solo Performance. As a prominent rapper from Chicago, he has been recognized with multiple award nominations throughout his career, including Vibe and Billboard Music Awards.

This case highlights the serious repercussions that can arise from failing to meet tax obligations, even for successful artists. Twista faces up to five years in prison, with a maximum of one year per count. His sentencing hearing is set for October 22, 2026. The IRS Criminal Investigation head in Chicago emphasized that many law-abiding taxpayers meet their duties, underscoring the consequences for those who do not. Other notable rappers like Ja Rule, Lauryn Hill, and Fat Joe have previously served prison time for similar tax-related offenses, illustrating the judiciary’s firm stance on tax evasion in the entertainment industry.

This article is based on reporting originally published by AllHipHop.