Except he said that "everybody" would be "taken care of." There is a gap between those who are poor enough to be on Medicaid and those who can afford private health insurance. So, at the very least, Trump's proposal would involve a massive expansion of Medicaid.
Not if health insurance is made more affordable by repealing Obamacare and instituting more free market reforms.
Also, such middling Americans pay no or very little income tax under Trump’s plan—giving them more resources to pay for their own healthcare.