Colorado Kid, it would help to know more about your trailer. With a long Bikes At Work trailer, no problem. With a typical 30" long basic trailer, I think it could be pretty tricky. Your best bet might be laying it sideways if you have wheel guards and/or can somehow keep the tree off the wheels, and even then you'd be making yourself wider than an SUV (a Ford Expedition is just 6.5 feet wide). I suspect standing it upright in the trailer would be difficult, if only because the center of gravity would be so high. To steve0257's point -- yes, exactly. With a Yuba or Xtracycle it'd be a simple matter of standing the tree upright on the sideloader bars and strapping it against the side rack, no big deal. Even easier with a box bike, just toss it in and start riding. If you don't have a cargo bike or long trailer, strapping it atop a normal rear rack like AusTexMurf describes seems smarter to me than trying to use a smaller cargo trailer.

How do you know it was 1400#??? Have all you pedicab folks in downtown Austin snuck a weigh station somewhere on Congress Ave? Did you ask them their weight? Were they so impressed at the crazy loads you folks pedal in the Texas heat that they told you their total weight all on their own?