The troubled actress is lobbying to have her probation shortened following two spells in jail.
Lindsay`s legal team are reportedly worried she`ll "get in trouble" before the end of the probation period, which runs until August 2011.
A source said: "The longer Lindsay stays on probation, the increased chances that she will get in trouble because of problems staying compliant with the terms of her probation.
"The only person that can modify terms of Lindsay`s probation, or terminate it early, is Judge Elden Fox."
And, although she may face a return to jail, her friends reckon she`s unfazed.
One pal said: "The fact is jail doesn`t scare Lindsay. Before she did her time earlier this summer, she was petrified. Having spent time behind bars, it doesn`t have that effect on her. Jail isn`t a deterrent for her, period."