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 owes more than $440,000 in unpaid taxes dating back to 2011, according to the same outlet.

Fox32chicago also reported that despite earning income through performances, album sales, streaming revenue, and royalties during this period, Twista neglected his tax responsibilities. The IRS and his accountants repeatedly warned him about his increasing tax debt, but he ignored these notices. Furthermore, he arranged agreements with third-party companies to receive advances on future royalty payments, which shielded those funds from IRS collection. Instead of settling his tax bills, he continued making costly purchases, including buying multiple luxury vehicles. Fox32chicago adds that Twista faces up to five years in prison, with a maximum of one year per count, and his sentencing hearing is scheduled for October 22, 2026.

Twista is best known for his 2004 hit single "Slow Jamz" from the album "Kamikaze." The rapper earned nominations for several awards, including the 2005 Grammy Awards for Best Rap/Sung Collaboration for "Slow Jamz" and Best Rap Solo Performance for "Overnight Celebrity." He has been a prominent figure in hip-hop, representing Chicago, Illinois, throughout his career.

This development underscores the serious consequences artists can face for tax evasion, even when they have significant earnings and industry success. Twista joins a list of rappers who have faced legal troubles over unpaid taxes, highlighting the importance of managing financial obligations despite fame and fortune.

This article is based on reporting originally published by AllHipHop.