I consider myself left of center. I'm a firm believer in welfare, and disability insurance. A civilized society provides for those who cannot provide for themselves. That said, if you can be productive, you're obligated to try. Now, yes, sometimes circumstances are beyond your control (a bad job market, no opening for your skill set, etc), but if work is available, you should take it. In the long term, helping the poor means providing them means to earn enough that they're not poor anymore. This means job training and higher education should be funded by the government, but it's up to the individual person to put those skills to use.
Kylie gets a pass because she has cerebral palsy, so that means physical labor is out, but she can obviously operate a computer. She could do work from home tech support, or some other job that doesn't require physical labor, but she may lack the money to get started. So, I'm reserving judgement until I know more about her situation.
Phil is just a lazy bum who has made himself unemployable and deserves no sympathy or support. Ditto with Zhane Brooks. Her attitude needs some serious adjustment if she's going to have any chance in this world.
EDIT: On the off chance that Phil pulls his head of out his ass and tries to get a job, those tats are going to be a serious impediment. Wonder how much laser tattoo removal would cost.