You are not supposed to list an amount on the complaint. In any event, these are hard cases and often get dismissed on motion for failure to state a claim. Assuming you get to a trial the defense can make you look silly in front of the jury by pointing to how much money you asked for in the complaint.
The first question a lawyer will ask is what she fell on. Was there a liquid or something else on the escalator? There has to be a dangerous condition to have a case. You don't have a case if you fall because you are rushing. There is likely a Notice of Claim requirement that needs to be met within 90 days of the accident.
He can be charged with petit larceny and criminal possession of stolen property in the fifth degree, He should hire a criminal defense lawyer ASAP. He should NOT speak to the police. It will be better for him if he gets a lawyer and surrenders to the police when the Judge considers whether to release him or set bail. If he avoids the police the DA may use that to seek higher bail.
Your grandparents have a personal injury cliam against the woman. Hire a personal injury lawyer ASAP and do not speak to anyone about the case except the lawyer..... especially in the hospital..... insurance companies often send reps to try and get statements.
Every case is different. Did your lawyer attempt to reach a settlement before filing a lawsuit? That can take months. Once the case is put in suit, it can take several years to get through discovery and through the various court pre-trial conferences before getting a trial date.