Tom, WELCOME! How heavy of a trailer or car are you planning on towing? One thing to keep in mind is the Cub Cadet might not have a problem getting something moving, but getting it to stop is a whole other issue and if it's too heavy the weight will certainly overcome the traction of the Cub Cadet. You mention a hill, that has me concerned if you plan on towing something that weighs too much up or down that hill. Just something to keep in mind.