This episode appears to be based on the 2002 ImClone stock trading case involving Martha Stewart. The character of Jackie Scott even references this when she says "First Martha, then me".
When Jackie Scott is being interviewed by the two psychiatrists before her trial, her court-ordered ankle bracelet is visible on her left leg, on the outside of the panty hose she is also wearing. In order to have the ankle monitor be on the outside, she would have to be able to take it off, put on her panty hose and then put the monitor back on. She would also not be able to put on just regular nylons either because of the monitor. Only a Court Officer can remove the monitor. The authorities would be notified immediately by the monitor if she were to tamper with it in any way.