Colts Fan is correct...I'll elaborate a bit...
If you start cutting the wheel to the left(on a sight-side back) sooner, your tractor and trailer will start moving backward sooner...BEFORE the trailer is exactly lined up. If it's exactly lined up with the hole, but still out in front of it, you will need ~70 feet of clearance to straighten your tractor out and back straight in...which is room that many truck stops don't have.
Now, remember though...bringing the tractor around sooner requires a hole that's wider than the trailer is, by at least a couple of feet...as this involves the back of the trailer being inside the hole, at an angle...which takes more than 102" of clearance to do! It's best to GOAL once you get it set up, to make sure you clear your blind side...
This is something that helped me last Friday night, trying to park at the Pilot in London, OH. The back row has more room than many pilots do, and there was an open spot next to a straight truck, who was about 15 feet shorter than i was; he was backed all the way in, leaving 15 feet or so of room in front if him, in addition to the spot I was trying to back in. Two trucks attempted the spot before I did, and both gave up out of frustration, for the same reason you just mentioned! They were trying to get it PERFECTLY straight in the hole before moving rearward...while there wasn't sufficient clearance out front to do so. I calmly set up a back at a moderate angle, and started to bring my tractor around sooner than the other two drivers did. I cleared the curb by at least 3 feet, and never came near the straight truck on the blind side.
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