Most of these things I knew already but every day is an adventure. When you are showing a car at Pebble the car needs to be there by Tuesday night before the Sunday show. Wed arrival and you are asking for trouble. The cars are garaged in the trailer lot inside the trailers. You need to be nice to your driver as he is doing stuff for you all week long.
To me there are 3 major "boutique" large transports: Passport, Reliable and Intercity. I think Intercity might be the smallest of the three but they are based near me, although that means nothing for the truck. I have typically used Intercity and never had problem.
Things to think about:
1. If you are coming from the east coast to the west coast and back enclosed with a boutique transport company you are spending 10k.
2. Pickup windows and drop off windows are merely a suggestion. I told Intercity we could have the car ready to go by 8/1 which would give them 10 days to get it across the country. They called me on afternoon of the Tues 28th to tell me the truck would be there in the morning. I told them we were not ready and agreed on Thursday morning (30th). Trucker called me yesterday and said he had to get it on Wed (29th). It was pouring out here. Fortunately all I needed to do was pack it, it was ready to go otherwise.
3. Be sure to video tape your entire car when it is sitting in front of the transport for load. These guys are professionals, but stuff happens. I, of course, forget because I was timing it to not get soaked and basically pulled up to drive on. The driver does a full photo/video set just before you pull on.
4. Make sure you have starting instructions in the car. Make sure the driver knows how to shift the car also. Cross country there is a 90% shot your car is coming off the trailer at least once between east coast and Pebble. This is typical for any transport in any haul btw.
5. Be sure to have the Drivers name and contact info. Also be able to identify his truck in a sea of trucks in the truck lot.
6. Bring a wad of cash to tip your driver. He is babysitting your car all week and not rolling miles. Do not believe they get paid to sit there.