I wonder if she somehow envisioned that she would tell her office (via phone or email, perhaps) that due to her supposed illness, she wouldn't be returning to work and would just let the retirement pay kick in.
(I don't think new financial arrangements would he necessary -- her retirement payments would be direct deposited to the same account she has her paychecks sent into, in most cases)
But -- wouldn't she realize that if her disappearance coincided with the escape of a prisoner she transported, it would get all the scrutiny?
Likewise, did she forget to arrange CW's return transport from courthouse back to jail? Even if she knew he wasn't going to the courthouse nor back to jail, if her alibi was that she was taking him to court and then going off duty for a medical appointment, the alibi then requires someone assigned to return him... no?
MOO