My take is that Trump is simply trying to position himself in the middle as a PR move.
Schumer keeps publicly lambasting him that he campaigned as a populist but his agenda is far right.
Apparently Trump and the Freedom Caucus are getting along fine behind the scenes.
Also, I take it the Trump team has concluded that Ryan is there to stay. So they have to work with him, even if it means Ryan and the Chamber of Commerce are going to fight him every inch of the way on the wall, restricting immigration, amnesty, H1bs, tariffs, etc. and trying to get tax reduction from Trump quickly without having to give in on other issues.
Ryan winning reelection easily in the last election will prove a costly hit to the interests of the American people.
Apparently Trump and the Freedom Caucus are getting along fine behind the scenes.