Does being poor make you happier?
Being poor is a disempowered position, but doesn't necessarily mean you have to be unhappy while not having money. Having some money creates freedom to do what you want to do. You don't need to have a LOT of money, just enough to do some of the things you want to do, like travel, or even just have the things you need, like shelter, food and a little play money. It doesn't buy happiness, but it buys a bit of freedom so you can then continue to learn happiness.
I found that when I was poor, it was better to just travel a little and not try to hold down a job and a house or apartment. It's actually cheaper to travel than it is to stay in one place and try to do the status quo. If you do work exchange at various centers, farms, etc, then you can stretch a little bit of money out over a long period of time. Then you can be happy without having a lot of money.
As you learn more about who you are and discover your talents and strengths, hone your skills, then you start getting the ideas on what it is you are supposed to be doing in this world, and what your right livelihood should be. That way, when you start doing it, you could actually make quite a bit of money! Money is power, power to have the life you want, and power to change the world if you have more than you need.