That will depend largely on your intended use. If your hauling soil or aggregate. There is no real advantage to the longer trailer. You will run out of payload with a shorter trailer especially with side boards before you run out of room. With mulch, leaves, or sawdust the extra room in a 16 footer is nice, but could be made up for with taller side boards. I bought the 16 and will probably buy another 16 footer for hauling equipment. My mini ex especially fits better in a 16 foot trailer. It would haul in a 14 as well but I get a better angle on the chains in a 16. I am ok with giving up a few hundred pounds of payload having the longer heavier trailer for the advantages I get when hauling equipment.