I haul my L39 TLB (which is smaller than your M59) on a 16+2, 12k trailer towed by a 3/4 ton pickup. It is crowded and I often wish I had an 18 footer. I often haul it about 200 miles between home and property I have in northern Michigan, so I like to set the backhoe bucket down on the trailer. For a short trip across town you could probably just lock the backhoe up in the transport position to make it easier to fit on a short trailer. Something else to consider is that if you have any other implements that you want to haul with the tractor the longer trailer would sure help.