So I decided to do my own 'thought experiment' on this.... and I have no idea where Lou is getting his fucking prices...
Let's say I had $50, no groceries (but seasonings; assume you have salt, pepper, some herbs like parsely or bay leaves, chili powder, and vinegar. Nothing super fancy.), could walk to the store, and had a slow cooker (or just a big pot, really) and a cooking pan at home.
With $50 I could get (I'm also rounding up prices here, I checked online at my local store):
a 3 lb pot roast ($20)
2 lbs of boneless chicken thighs ($6)
2 lbs of 80/20 ground beef (fattier would be cheaper, but I'm splurging a bit here) ($6)
3 cans of beans (kidney, black, and pinto) ($4.50)
4 Bell peppers ($4)
a 5lb bag of potatoes ($2.50)
3 lbs of yellow onions ($2)
a bunch of celery ($2)
a 2 lb bag of carrots ($1.50)
a head of cabbage ($1)
Which comes out to $49.50. Not including tax, but whatever.
The thing is, I can use half the celery, half the carrots, 1 pound of onions, some of the potatoes (let's say a third) and the pot roast, that makes a meal. The chicken, the other half of the carrots and celery, a pound of onions, the cabbage, and two bell peppers makes a decent stir fry (you could even add some chopped potatoes in if you really want the carbs). The last of the onion, the two remaining bell peppers, the beans, and the ground beef can make a simple but tasty chili (not here to argue chili recipes).
Bam, three different meals, all with large amounts to have as leftovers for up to two weeks. And there's still some potatoes left over.
And this isn't even going to the 'I have no money, I need to eat as cheaply as possible' ends, which Lou should be doing. If he's that broke. Which he isn't.