Obama didn't do that alone. He had lots and lots of help. And, healthcare was eff'ed up before. We live in an Oligarchy. The insurance industry and pharmaceuticals wrote all of that legislation.
As far as Trump, aside from holding the government hostage over his trophy border wall, Trump hasn't done much except the usual unnecessary tax-cuts that every GOP shill is required to do. Trump hasn't been on a war rampage. He doesn't seem to be fellating the MIC any more than others. When I see neo-cons like Bill Kristol upset with him, I pause and wonder "Hmmm... now, I know what Kristol is about, and I don't like it. If he hates Trump, then there's something I may be overlooking." However, as I have said many times, Trump is just too much of a narcissistic asshole for me to support. And, I don't like his nationalist rhetoric, either. He has no clue what The Fed really does. His only criticism of The Fed is when their actions hurt the economy, which Trump likes to take full credit for... if it is going well.
I watched an interview with Norm MacDonald. And, he summed-up Trump really well. I don't think Trump EVER expected to actually have to be the president. He wanted to make a huge splash and I think he would have been more effective if he'd lost and kept up the pressure and heat by challenging the outcome of the election, and being even more critical of Madame President. He'd have far less criticism. And, his buddies wouldn't be in prison, facing potential prison sentences, and under investigation, and pleading guilty.
And, again, if he weren't such an asshole, and reveling in being an asshole, I don't think he would be getting so much flack from the media. He BEGS for attention and he does it in the worst way. The sad thing is, people who are (or were) ever genuinely conservative Republicans have now gotten Trump's stank all over them. The deficit spending is totally out of fvcking control. I'm sick of this stupid wall. If he hadn't chained himself to that "structural monument to himself" he would also be getting less flack from the media.