Moving logging equipment from Canada to US

Hi, colleague in trucking world suggested I post here and get some advice, I don't know anything about the forum so here goes, hope this is a good spot. We're a land management company (just me and a couple of friends). I'm looking to buy some wheeled logging equipment equipment in Canada and move it down to Virginia, it's a bit wide, 9' 6" and 12 high or so, about 38k lbs or so 32' long. So it's not like a 12' wide excavator but it's not the smallest thing in the world either.

Do I need a broker or would a trucker from US be able/willing to do all the permitting?

Should I get 2 truckers, one Canadian and one USA? so the Canadian doesn't have to deadhead back to Canada 600 miles? I mean, one guy drives across border and the other takes it from there?

If I needed a broker anyone recommend a good broker to arrange the haul?

What to know when communicating with the trucker? I want them to have the easiest trip I can arrange as the client but there's only so much impact I can make (can't change the price of diesel, sorry bout that).

What's a fair rate if that's not bad to ask, Montreal to Northern VA, about 700 miles.

Thanks!