Putting Sessions' top dog or thereabouts in operational charge of the transition team. See the next item for why this isn't an establishment pick.
Nominating Sessions as AG; his position on immigration alone puts him way outside the establishment.
His Education Secretary, not so much or at all, I'll admit. But I'm in the "putting your children in today's public school is child abuse" camp anyway, so....
Picking Steve Bannon as his "Karl Rove". That's very much a sign this is not going to be a business as usual administration, as you can see from the Left's and the establishment's (but I repeat myself) total freak-out over that.
Citizens United ended a ban on core political speech, quite literally the government in oral arguments said it could be used to ban books, and it was specifically used to ban a movie about a candidate while she was running for office. Getting "money out of politics" is a pipe dream, but this was about silencing certain segments of the nation, and absent that decision by the Supremes it's hard to see how a civil war wouldn't have resulted sooner or later. That's the sort of thing that happens when you make it impossible for people to participate in the political process, at least, people who aren't going to surrender once that sort of thing happens. TL;DR: don't mess with the Bill of Rights.
That overturning Roe v. Wade is a consideration of his picks is hardly "solely"; long ago he published an initial list of suitable candidates, they're not one dimensional.
But while we're at it, you're eager to kill a core 1st Amendment political speech right while supporting a right literally conjured from the "penumbras" and "emanations" of other constitutional rights (https://en.wikipedia.org/wiki/Griswold_v._Connecticut). I don't see how there can be any meeting of minds between the two of us.