No, Obamacare wouldn't fail so Trump had to kick the legs out from underneath so they could say - "SEE IT FAILED!" But unlike you, the majority of people do not see it that way. And Obamacares failure will impact us all - even those on employer plans. Trump just moved America on the highway to single-payer. Oh, I didn't say that, a Republican Senator did.
No, he will not - and he and fools like Space Cadet, BobbytheMoron, and others will claim it's all the liberals fault. They don't care about anything but sticking it to Obama and Clinton or any other liberal. This isn't about what makes sense, it's about winning first. To them, Republicans are the home team and Dems are the visiting team. They would rather eat Trump's poop for dinner than see something liberals have done work. When this creates chaos they won't care. They won't care even if their mother dies of cancer because they couldn't get treatment for not having insurance. It will always be Obama's fault or some other liberal to blame. They are buffoons.