rruff
Explorer
My Teardrop had the Benroy shape, and the top of the TD pretty much matches the height of my JK. When I drive in the rain without the TD, the back window gets wet, when I drive with the TD in the rain the back window stays dry. The Benroy front curve, is a 19inch radius. The sloping back of a teardrop reduces the vacuum created as you drive through the air, so yes, I believe the tail end shape does matter.
Tom
The top-front curve is good (could be a bit smaller), plus side radius as well, and then you'd want a consistent taper to the rear rather than the typical curved top. If the rearward slope changes too rapidly, the airflow separates into turbulence. You want to keep it attached as long as possible, effectively decreasing the size of the hole you punch through the air. It is certainly possible to get better MPG with an optimized trailer (assuming it isn't too heavy) than without.
