People who were rich and got broke after are not comfortable with poverty. They will do everything within their power to get back to the top. And it can be easy since they already have work experience and connections with financially stable people.
That's not entirely true, not every rich person who goes bankrupt can easily rebuild their career. Many rich people go bankrupt, become homeless and never get back to their prime. Whether they can return to the top or not will depend on the cause, the reason they went bankrupt as well as their will.
By the way, if you go bankrupt and become poor, don't expect rich friends to come to your aid, that only happens in movies and reality is much harsher.
Poor people can end up being comfortable with their situation if they live in a poor neighborhood. These set of people get used to their conditions and don't desire to break out of poverty. The motivation to become rich is built when you begin to interact or hang around rich people. The poor are comfortable with their state if they are not exposed to better life outside their poor mindset and environment.
In theory yes, but in reality, do you think rich people would be willing to hang out with poor people or would they try to help others become rich like them? Even relatives or friends do not want to help you, let alone when you are a stranger, but want to make friends and help from rich strangers.