Dragging is very serious issue that has been around since mankind invented the wheel. Not all trailers drag all the time, but at some point it will happen.
I did some Googling and found endless discussions about the subject. The following is an example from one forum:
Post: "I've always had a problem wrecking my stabilizers when going up steep driveways and dirt roads. Ive tried moving towards the center as the jack manufactures specify but they don't really work when they are not in the corners of the vehicle."
Reply1: ".... What i did see first hand was a set of 6", 4 bolt swiveling dolly wheels welded to the bumper of a 30 foot camper as it entered a Marathon gas station and when the rear end of the camper dipped down wards the rear dolly wheels gently lifted the rear of the camper saving the stabilizer jacks. I pulled in behind the camper and asked the owner if he was happy with his wheels. He said he absolutely was and you had to be careful of large potholes when entering gas stations or entrance ramps at campgrounds and always slow down while engaging the wheels to the ground."
Reply 2: ".... I actually tried these on a weekend warrior a couple years back. Fully loaded with my toys i went over a decent hump entering a Grocery store in Mojave I drove slowly but it put too much weight on the frame and it actually bent the frame. They really make these things out of toothpicks, especially the ultra lights. The Door never shut right after that."
Camping World in a product-description of a solution called Saveajack: "Most stabilizers hang 4”-5” below your vehicle’s frame. They are very susceptible to damage when driving off road or steep driveways. Saveajack is a permanent steel bracket that mounts directly to the frame of your RV and to your stabilizer jacks. Once installed you can easily remove your jacks, thus preventing the constant problem of dragging your jacks.".
I kinda like the idea! The price is $70 for 2. I'll have to come up with my own build and save the $140.
Video shows how it works:
https://www.youtube.com/watch?v=zxv66ZzZlFY