I put if/when because you never know. He has been very successful putting off his trials and with his health you don’t know how long he will be around.
I kind of doubt it unless there is another major change in her nuptial agreement she wouldn’t go.
I’m sure she wouldn’t want to be in a prison supplied bed also. Or not have a second bedroom for her to escape to. Maybe bring in a whole new bed with covers of her choice. Along with a giant screen tv with recordings that would keep him busy all night.
Also I doubt if any of the kids would visit unless they wanted something signed so the could scam more money off him. I’m pretty sure Ivanka could get him to sign something. All she would have to do is sit in his lap.