I have GOT to stop playing when I'm tired. I took a P12 with the heaviest crane, a P with a high saddle and whatever the starter offroad truck is with a low saddle over to Drummond island to mop up a few tasks there and it was just a clustertruck of roll overs and getting stuck, I even had to get a second P16 to join in because my P12 rolled trying to cross a wooden bridge and got so jammed that I couldn't be bothered to use just the one P16 I had to unstick it because it would've involved too much back and forth to nudge it just right. I finally picked up all the special cargo and loaded it up onto trailers and got one of the P16s to tow them all back to Smithville Dam, because I'd accidentally started tracking a job that wanted me to go there so I just unquestioningly decided that was what I had to do, and after rolling - on that nicely paved road, you know the one - at least four times because I kept nodding off while driving, I got all the way to the dam and realised the cargo was actually needed on the far side of Drummond Island.
Only thing is I'd left the P16 with the cargo loaded on its trailers parked on the gateway back to the dam while my other 3 trucks mopped up other tasks and every single one of them rolled and got extremely stuck, so I recovered them all and took the loaded P16 back to the dam. Luckily I did at least strategically park a fuel tanker about halfway across Drummond so I was able to get one truck with a flatbed and winched 4-slot trailer back to the delivery point without needing to send another truck out after it to refuel it. I didn't take the P16 back because I accidentally drove it off that wooden bridge on the road, along with all the cargo, and decided it was cursed.
But yeah, the game requires your full concentration and attention and doesn't let you half-arse it, and it definitely doesn't let you fall asleep without a tragic accident. Which makes sense given it's simulating some very complicated driving and falling asleep in real life would be very expensive, if not fatal.