There are other fallacies in Kimmel's sob story, besides what Shapiro exposed:
i) For many or most folks, Obamacare made healthcare far less affordable. And some physicians are leaving the medical profession because they aren't adequately remunerated under Obamacare.
ii) There's no one-to-one correspondence between affordability and availability. Kimmel praises the world-renown pediatric heart surgeon who operated on his newborn. But there's only so many world-renown pediatric heart surgeons in the world. Even if every patient could afford it, that doesn't mean everyone will magically have access to world-class physicians. Patients outnumber cream-of-the-crop medical specialists by a wide margin.
iii) Kimmel acts as if conservatives were happy with the situation prior to Obamacare. But many conservatives think we needed to overhaul the system long before Obama or Hillary. For instance, tort reform to lower malpractice premiums. Likewise, competition between states for health insurance.
iv) Kimmel is a rich talkshow host. It's not as if he can't afford to pay out of pocket.
v) Finally, if we lowered tax rates, more people could afford healthcare. Likewise, more people could afford to donate to hospital charity funds.