When I first started to form the idea of a barn in the back of the property I thought I wanted to site it so I could drive straight through as Joe had suggested. Besides having to keep the whole "aisle" clear where the truck and trailer would be, in the winter the prevailing wind is from the west, northwest around here. Note that the only openings on the barn are on the east side. That is more energy efficient and it keeps leaves and lawn debris from blowing in every time I open the overhead door.
MM we really do think so much alike. My first thought when I set up the barn dimensions and sited it was how am I going to successfully get that trailer in that narrow space with the truck. Solution, make a rig on my tractor bucket to install a ball and then I can drive forward with the tractor putting the trailer away. Much like a tug moving an aircraft. Down side to that was I'd have to offset the rig on the bucket to line the tractor with the side of the trailer. The trailer is so wide I wouldn't be able to see the back end of the trailer otherwise. Designing that rig to resist side loads and still be heavy duty enough and other factors- while it could be done with the tractor, I decided to wait and see how much of a problem doing it with the truck was before I committed to pursuing the tractor idea.
Next thought was a simple line(s) on the concrete to help with the alinement. I suspect I might eventually do such a thing. Simple and pretty fool proof.
It turns out there is one primary problem that is handicapping me and a second that is a byproduct of the first.
#1 The truck mirrors are not wide enough for me to see the end of the trailer. So I move a couple of feet, get out - look back, get back in, make a correction, repeat as necessary. Wide enough mirrors would vibrate like mad while driving so I might find some that I could temporarily install while parking the rig.
#2 Since I can't see the rear of the trailer at all while moving backward, if the trailer end starts an unwanted drift toward the wall I have trouble detecting that in a timely manner. If I could see that drift
just as it starts, I could correct faster and I suspect make the whole process easier. Lines would clearly help that.
I only recently found out about small, inexpensive, back up cameras. That would be quite helpful also, but I love, simple low tech solutions, so I bet I pursue other ideas before I do that. I've had the present set up (minus the bumper boards) for a full racing season and have "managed". It's just a little stressful putting it away in the middle of the night after driving for 8-10 hours, ya know?

And I like to get everything inside and secured from weather as soon as possible, but there have been times I'll just wait till the next morning. That seems to work pretty well. The more I do it, the better I get at it also.

Thanks everyone.
To be continued......
Thomas