Will the new Obama health plan require all working people to get health insurance through their work even if?

they can't afford it?
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It will require you to purchase a plan but not necessarily through your work. There will be a subsidy, in the form of a tax credit, if you make less than 400% of the federal poverty level. A tax credit subsidy means you must first purchase and pay for the policy and when you file your taxes each year you'll get a credit for a portion of the premiums. If you make less than 133% of the federal poverty level you will automatically be placed on Medicaid.
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