I should have taken copious notes (maybe I will on another pass) and comment how, instead of viewing it all as crushing poverty, it is indicative of living in a luxurious society. Opt for the $1 hamburger, and be told "that's why so many poor are overweight"? WTH? If it's got that many calories then cut it in half and eat it across two meals! If you're obese, you're not poor; talk to the half of the world's population which lives on less than $2/day.
So, coming out a couple hundred dollars ahead, I could run this "poverty" scenario for 4 months and have enough to buy a refurbished MacBook Air and join the Apple Developer's Program, with which I could bootstrap an iOS App-writing business. Seems some others played, came out over $1000 ahead, and could jump in to app-writing in one month flat.
Read between the lines in the game, and see the opportunities that abound. Sell the car and take the bus. Focus the kids on learning entrepreneuring instead of sports. Take in a decent paying roommate (and throw out the rowdy one bodily if need be). Use the library for education and internet businesses. Eat the $1 hamburgers featuring caloric abundance. Heck, save the $1 and make two 1.5lb loaves of great bread (coming to my blog soon!). Organize with other "poor" to leverage opportunities (carpooling, babysitting, etc.).
First-world problems indeed.
ETA: Downvoters, take a stand and tell me why this post is wrong.