Lohan butted heads with E-Trade in 2010. She sued the financial services company for $100 million for a talking baby commercial that, according to her, made a mockery of her personality. The two settled in September for an undisclosed amount.
Last year wasn't exactly a banner one for Lohan. In September, she tested positive for drugs and had her second prison stint before beginning rehab at Betty Ford. She also spent part of the summer in a separate rehab program.
She also spent 14 days in prison. In July 2010, she received a 90-day sentence for violating her 2007 probation.
This was after she missed a May probation hearing because, according to her, someone stole her passport while she was at the Cannes Film Festival. Lohan was spotted partying in France prior to coming back to Los Angeles, where a warrant was issued for her arrest.
She escaped jail time but was ordered to attend weekly alcohol education classes and wear an alcohol-monitoring bracelet.
In 2007, she was arrested for two DUIs, one of which ended with police finding cocaine in her pocket. That year's infractions led to 84 minutes of jail time, multiple stints in rehab and a probation sentence with which Lohan still grapples nearly four years later.
ABC News' Barbara Garcia contributed to this report.