You see, it's like grinding in an RPG. At first, you're only able to beat up 30-60 homeless a day depending on your stamina. After a couple weeks of relentless homeless bashing, purchase a beater truck and several blunt objects to "joust" with, bada-da-bing bada-da-boom, you just reached level 2. Now your homeless bashing capabilities will grow exponentially to the point you can hit level 3: hiring goons. After level 3, it's just a matter of you and your party grinding out the post game till every homeless bashing quest has been 100% completed. You'll be filthy rich by the time you're done.