Oh, and you cannot rely on public services such as social security - your only source of income for the experiment must be your wage work or assets acquired through the experiment, any medical services must be either free to indigents or through your work or work insurance or paid for through experiment income or assets, and must not be medicare and the like that you're eligible for. You can reference your previous work and life, but only in generics, and not in any manner that conveys an advantage immediately or over time. If any advantage is proffered based on your prior life, education or knowledge, you must decline. Needless to say, taking advantage of your credit history would be a no-no.
Obviously, you'll need some stuff, coffee shop workers have families too, so say 7 sets of clothes worth no more than $60 per set; a feature phone for safety and your IDs. If a smartphone is taken, it cannot be traded or sold. I'm debating whether or not you're allowed a car with current value less than $1000 and purchased where you decide to experiment. Since you said destitute people are desperate to get across the border without analyzing why, let's say not. You cannot lie or cheat, nor make promises to people based on your non-experiment assets, including your name.
Any family or friends that accompany you are subject to the same terms. The number of companions cannot exceed 1. Any travel or life during the experiment must be supported only by income from within the experiment.
How long would you like to run this experiment for?