Strongly disagree. The bigger cargo is by far the most interesting stuff to move because you actually have to pick a smart route, and driving them through some areas is more technical as you have to really think about angles and how you are going to get around corners.
That being said, I've actually been disappointed with the difficulty of moving them so far. I've moved 4 of the extra large trailers, only one spot has given me any trouble (the Oil Rig thing on the first Alaska map) and it's only because there's a giant mudhole and I've been trying to stick to using the 6x6s for them instead of the big 8x8s.
I'd only recommend people jump to the 8x8s if they are really really struggling with them, otherwise I feel like you kinda rob yourself of the challenge since you can kinda "brain off throttle on" with them through nearly everything.
I also like using the TwinSteer for the same reason. There are much faster/easier ways to deliver 4 pieces of cargo, but the challenge of finding a working route for the big ol' thing and navigating it around is far more interesting than just driving whatever 6x6 and small trailer down the same route I've already taken several other times.
Pro tip for anyone struggling with the delivery of the "Construction Rig" trailer to the drilling site in Smithville Dam, take the next left after leaving tunnel and head down a muddy hill, then use the rocks to take it across the river. There is a mission called "Across the River" or something like that to go out to the island using the rocks, just do the same thing the opposite direction basically. If you are a bad driver it's slightly risky as you can dump the trailer into the water, but if you go slow it's super easy. It may sound crazy, but it's way shorter and far easier than going North across the dam and using either of those trails back to the drilling site.
I'm hoping the "extreme cargo" mentioned in the season pass is more big and hopefully even heavier stuff to deliver. I want to actually need one of those 8x8s.