Court filings and reporting say Matthew Perry paid his live-in personal assistant, Kenneth Iwamasa, $150,000 a year and initially tasked him with helping manage Perry’s sobriety. According to PBS NewsHour, Perry’s assistant’s duties expanded beyond personal support, taking on roles described in court documents as drug messenger and addiction enabler, and at times acting as a de facto medical support figure. In the reporting cited by The Independent, the family’s trust in the assistant is described as misplaced in light of Perry’s death from an overdose. The sources characterize the investigation as part of a broader effort to examine how Perry obtained drugs and who may have contributed to the circumstances surrounding his fatal use. The Independent also states that Iwamasa is set to become the last defendant sentenced in the investigation of Perry’s drug death. Together, the articles present a case in which the assistant’s relationship with Perry deepens, while prosecutors and investigators argue his conduct contributed to the conditions leading to the overdose.