Now that's a nice trailer. Kramer, driving it in is the way to go if it's a reasonably low ramp. Although when I blew my clutch linkage the flatbed couldn't get around to the back of me so I had to stick it in gear and start it up by cranking it in gear, fly it up the ramp on to the flatbed, and then kill the engine and hit the brakes before I went in to the back of truck's cab. Talk about a dumb a$$ move, but the alternative was to winch it up from the front and the strap was going to scratch up the front of the car. So of course I risked the entire front of the car instead....
Fortunately, I got it right on the first try.
If you can drive it in, do it; if you can't, winch from the back.