You would need your fifth wheel over your bogies to avoid unloading your front end but other than that it would probably work because of the weight on your steer axle. If you are unfamiliar with towing tractor trailer combos it would definitely be worth getting training just for the safety aspect of it rather than just jumping into it. Is this going to be an income stream or are there no other tow trucks in the area because all of a sudden you are a competitor and the tow companies will forget that you have a shop when it comes to recommending people to you. Just my 2 cents. Jeff