Affordable and good quality health insurance?

Our parents constantly taken care of my  insurance  (dont hate) and now I wish to utilize the car for a courier company. Simply how much you think I will be definitely cost by my insurance?
When do I must get the auto insurance? Before buying the car?
"I'm looking to appreciate this Obamacare. What-if there is a person unemployed and contains no income. Are they suppose to acquire medical insurance? Are they gonna somebody that is good whenever they haven't any work