'But the whole drive seems to be that he is anti-establishment'
Trump is anti the current Establishment. Much loved Tony Blair is "anxious", that says it all.
If the Establishment is common sense and does good for the people and works in the people's interests then there is no point being anti it. Clearly Blair will not be part of it.
'And if Presidents can't be that free, how will Trump make everyone else fall in line with him?'
Trump is as free as it is possible to get because he is totally independent of them because he is a billionaire. That is why you can watch the video of how all of these "bought and paid for" political operatives (none of whom are independently wealthy billionaires and all of whom work for the money of wealthy donors and billionaires) have been tasked with trying to stop Trump for their bosses.
'how will Trump make everyone else fall in line with him?'
Because America is the greatest and strongest country on the planet and all the puppet political classes across the planet will have to wake up and smell the coffee when Trump takes over.
'How will he deal with free organisations? Congress? Wealthy businesspeople? '
Trump is the opposite of how the desperate media has painted him. He is not even a "real conservative" and is liberal on lots of issues. He will get along with everyone just as he has got along with everyone in business. He will end the Washington gridlock, appoint the Sheriff possibly and lots and lots of brilliant people and business minds and get things done quickly. He says "politicians are all talk, no action" and that they are "puppets", it won't be like that when he takes charge.
'Wealthy businesspeople? ''
There will be some who will be serving jail time. He will go after the crooks and cheats who robbed the American people, who were "bought and paid for" by foreign interests against the US national interest and he will go after the wealthy people who funded movements which disrupted the democratic rights of the American people. But all law abiding business people will be encouraged to create more business and jobs for the American people.
'Will he have to curb freedoms?'
Unfortunately, it looks like he might. He has said he wanst to change the libel laws to make them a bit more like our UK libel laws so that newspapers can be sued and cases can be won if they intentionally print false stories. But Trump also has libertarian advisers who will advocate for freedoms. Trump is not a libertarian like Rand Paul, but he will probably be advised by libertarians too.