Heather will be able to have all the goodies she can buy as far as food goes and not go hungry, however she'll be in a dorm with all other females; sleeping on a mattress on the floor with about a foot of space next to her mattress where she can stash her stuff. (see example:
http://resources3.sbs.com.au/news/s...ic/corbyincell_140206_Getty.jpg?itok=5WmcJAf3 ) The women have a grassed area to exercise in, however boredom will be the biggest challenge.
As for the young man, the best thing he can do IMO (I'm not preaching here it's a simple fact of life in that part of the world) - would be by converting to Islam (national religion of Indonesia) if that is not already a part of his life. That might save his wretched self from the firing squad and give him something to focus on. He'll have the company of other foreign males - plenty of surfie Aussies pot smugglers in there.
Obama will have to tread lightly with any opinion, considering that he lived in Indonesia as a child; plus the political/geographic Chicago in common.
From what I've observed from Aussie cases, yes they have to engage local legal teams.