Don't think that's possible. Obama is a rigid ideologue that doesn't give a rip about other people.
I think Trump will concentrate his efforts on trade and likely immigration and have very competent people in his cabinet working on the other stuff.
I would expect progress from Trump but would likely take the form of what we've seen in the past from 'normal' presidents.
Trump would govern from a business/common sense point of view which may not always align perfectly with conservative values.
But then again, that's not much different from a Ted Cruz who has supported things like HEAD Start.
You said “Obama is a rigid ideologue that doesn’t give a rip about other people.”
That statement only partially applied to Trump. He is not a rigid ideologue. In fact, he is not any kind of ideologue. He talks in wild generalities about all the stuff he will do but there is no heart, no conviction, it’s all carnival barker, step right this way..ladies and gents, stuff.
But the last part ... He doesn’t give a rip about other people is totally Trump.