It all started to go a bit pear shaped for her back in 2001 when she plowed her way through a road sign in a rented car, then tried to flee the scene. But the incident was witnessed by a Miami police officer. According to a Miami Beach Police Department report, Lyonne refused a Breathalyzer test and actually stated: "I'm a movie star. Can I talk to my entertainment lawyer?" Her boyfriend, actor Adam Goldberg, was riding in the car at the time.
She also caused more havoc when she rented one of Michael Rapaport's apartments, harassing the other tenants. Some of them began complaining about Lyonne's behavior from late 2002-early 2003, saying that she was frequently screaming at people, flipping out, and entertaining noisy guests late at night. The other tenants also reported that Lyonne started entering her apartment through a window because she didn't want to use the front door. Eventually one of the other tenants had enough and moved out. Two other girls moved into the vacated apartment and Lyonne verbally abused them right away, yelling "Why the fuck did you cunts move in here?"
In late 2003 Rapaport had enough of Lyonne's antics and flew to New York City to tell her she had to move out. He was shocked when he saw her - he said she was incredibly thin and her hair was falling out. In late 2004 Lyonne verbally attacked one of the other tenants in her building and threatened to "sexually molest" her neighbor's dog and broke a mirror in the neighbor's apartment. She spent a night in jail before being arraigned on charges of criminal mischief, harassment, and trespassing. The details of this incident did not become publicly known until two years later. In April 2005, an arrest warrant was issued for Lyonne for failure to appear in court on the charges. Prosecutors say she showed up, but arrived an hour late and only stayed 30 minutes. The charges were eventually dropped in December 2006 after Lyonne paid $2,000 in restitution and completed a court-ordered drug program.
Rapaport finally evicted Lyonne in January 2005 and was shocked at how much Lyonne had trashed his apartment. According to an article Rapaport wrote for Jane magazine, Lyonne caused $16,000 worth of damage to the place. The sink and tub were clogged, and filled with broken glasses. The New York City plumber who repaired the pipes said that "he'd never seen anything that bad before."
In August 2005, the New York Post reported that Lyonne was in Beth Israel Medical Center in Manhattan under a pseudonym, and had been there for over a month after being transferred from Bellevue Hospital. She reportedly suffered from hepatitis C, a heart infection, and a collapsed lung. She was also allegedly undergoing methadone treatment for a heroin addiction and had track marks on her body. The Post also reported that Lyonne had been homeless and on the streets after her eviction by Rapaport.
In June 2006 Lyonne was spotted in New York City looking very haggard and as though she was in a "drug-induced coma," "covered in a bad bed rash," and could also "die at any moment."