An excellent question! One of which we'll have to ponder and philosophize indepth over tea no doubt.
Answer: Knowing only a little of what Ribbons actually got up to in canon, Jennifer would still likely throw all of that to the side and believe in the good that she's seen him do in the prison. There always room for change! Some people just take longer than others to admit they might have been wrong. Just never expect Jennifer to admit that (for herself)!
Question: How would Ribbons react if Hiling was ever sent home thanks to another of one of Acumen's brilliant computer glitches?
OT: Hahah... yeah, it's been a bad weekend for getting rp things done. I'll get a response on that as soon as I get some more work done that I should have gotten to much earlier in the day.