When I had a 40' Class A that I was living in for about a year, I decided to take the rig with my fullsize 1500 Ram on a tow dolly to a bowling tournament in Biloxi. The trip was only 5 hours. 10 minutes after hitting the interstate, I pull over to retighten the tow dolly straps. While pulling over, I hear a thud. I turn on the rear view camera and notice the truck is a bit closer to the RV than normal. I get out of the RV and notice that the straps had come completely loose and the truck had rolled forward. I forgot to secure the truck to the tow dolly with a chain. The truck is now stuck with the tow dolly wheels between the front and back wheels of the truck. Door and side panel damage to the tuck. No damage to the RV. 4 hours later, I was able to get the truck unstuck (with the help of a tow truck driver). This is all happening at around 9 pm and in a very bad part of town.
After finally getting unstuck and dropping the truck back off at the RV park, I return to the road. After 4 hours of driving, the RV breaks down. One new fuel pump later and some other things, I decide to cut my losses and head back home. I never made it to the bowling tournament.
On the way home, the rig breaks down again. The roadside service technician could never figure out what was wrong. I would drive for 30 minutes and then have to sit for an hour to let the engine cool back down. It wasn't overheating, but would lose power after the engine would get to normal temperature. I could only drive about 25 miles an hour for about 30 minutes before having to stop and rest for about an hour. It took 9 hours to travel 120 miles.
After getting home, I have the rig serviced. I forgot what was wrong but it only cost $300 to repair. The "repairs" from the roadside service personnel cost me over $1,000. I am just glad the breakdown occurred when it was just me and not on a trip with my son.
Lessons learned: Secure the vehicle to the tow dolly with the proper size straps AND with a chain. Make sure your RV is serviced and ready for travel prior to its maiden voyage. Have good roadside insurance.